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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 3
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Original Articles

Ion Exchange Resin Catalyzed Condensation of Indole and Carbonyl Compounds—Synthesis of bis‐Indolylmethanes

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Pages 487-492 | Received 09 Jun 2003, Published online: 16 Aug 2006

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Read on this site (7)

Mohammad Nikpassand, Leila Zare Fekri & Mohammad Rezapour Mousavi. (2017) Synthesis of azo-linked diindolyl methanes using Fe3+-montmorillonite K10 under solvent-free condition. Journal of Taibah University for Science 11:1, pages 151-158.
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Rajendra Surasani, Dipak Kalita & K.B. Chandrasekhar. (2013) Indion Ina 225H resin as a novel, selective, recyclable, eco-benign heterogeneous catalyst for the synthesis of bis(indolyl)methanes. Green Chemistry Letters and Reviews 6:2, pages 113-122.
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SharminV. Nadkarni & JayashreeM. Nagarkar. (2011) Synthesis of highly substituted indoles in presence of solid acid catalysts. Green Chemistry Letters and Reviews 4:2, pages 121-126.
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S.A. Sadaphal, S.S. Sonar, M.N. Ware & M.S. Shingare. (2008) Cellulose sulfuric acid: reusable catalyst for solvent-free synthesis of bis(indolyl)methanes at room temperature. Green Chemistry Letters and Reviews 1:4, pages 191-196.
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A. Srinivasa, BelakattaP. Nandeshwarappa, BalajiM. Kiran & KittappaM. Mahadevan. (2008) Antimony Trichloride Catalyzed Condensation of Indole and Carbonyl Compounds: Synthesis of Bis(indolyl)methanes. Phosphorus, Sulfur, and Silicon and the Related Elements 182:10, pages 2243-2249.
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Shun‐Yi Wang & Shun‐Jun Ji. (2008) Facile Synthesis of Bis(indolyl)methanes catalyzed by Ferric Dodecyl Sulfonate [Fe(DS)3] in Water at Room Temperature. Synthetic Communications 38:8, pages 1291-1298.
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Li‐Ping Mo, Zi‐Chuan Ma & Zhan‐Hui Zhang. (2005) CuBr2‐Catalyzed Synthesis of Bis(indolyl)methanes. Synthetic Communications 35:15, pages 1997-2004.
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Articles from other publishers (37)

Ravikumar Merneedi, Mamata Singh, Pradipta Sinha & Rajender Anugula. (2023) Promoting decanoic acid unveils the transfigure aldehyde carbonyl activation for synthesizing bis(indolyl)methane derivatives. Journal of Heterocyclic Chemistry 60:12, pages 1949-1958.
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Adya Jain & Bimal Krishna Banik. 2020. Green Approaches in Medicinal Chemistry for Sustainable Drug Design. Green Approaches in Medicinal Chemistry for Sustainable Drug Design 95 142 .
Sivagami Mathavan, Keerthana Kannan & Rajesh B. R. D. Yamajala. (2019) Thiamine hydrochloride as a recyclable organocatalyst for the synthesis of bis(indolyl)methanes, tris(indolyl)methanes, 3,3-di(indol-3-yl)indolin-2-ones and biscoumarins. Organic & Biomolecular Chemistry 17:44, pages 9620-9626.
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N. V. T. Sai Manoj Gorantla, Pulikanti Guruprasad Reddy, Sayed Mohmmed Abdul Shakoor, Rajkumar Mandal, Sudipta Roy & Kartik Chandra Mondal. (2019) Tetranuclear 3 d/4 f Coordination Complexes as Homogeneous Catalysts for Bis(indolyl)methane Syntheses. ChemistrySelect 4:26, pages 7722-7727.
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Ying‐Chun Gu, Ren‐Ming Hu, Ming‐Ming Li & Da‐Zhen Xu. (2019) Iron‐containing ionic liquid as an efficient and recyclable catalyst for the synthesis of C3‐substituted indole derivatives. Applied Organometallic Chemistry 33:3.
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Minghong Zhou, Zidong He, Tianqi Wang, Yang Xu, Wei Yu, Buyin Shi & Kun Huang. (2019) Carboxyl group functionalized hollow microporous organic nanospheres for efficient catalysis and adsorption. Microporous and Mesoporous Materials 274, pages 245-250.
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Elizabeth Roditi Lachter, Jorge Almeida Rodrigues, Viviane Gomes Teixeira, Roberta Helena Mendonça, Paula Salino Ribeiro & Santiago Villabona-Estupiñan. 2019. Applications of Ion Exchange Materials in Chemical and Food Industries. Applications of Ion Exchange Materials in Chemical and Food Industries 35 74 .
Rana Chatterjee, Sachinta Mahato, Sougata Santra, Grigory V. Zyryanov, Alakananda Hajra & Adinath Majee. (2018) Imidazolium Zwitterionic Molten Salt: An Efficient Organocatalyst under Neat Conditions at Room Temperature for the Synthesis of Dipyrromethanes as well as Bis(indolyl)methanes. ChemistrySelect 3:21, pages 5843-5847.
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Samira Kazemi, Akbar Mobinikhaledi & Mojgan Zendehdel. (2017) NaY Zeolite Functionalized by Sulfamic Acid/Cu(OAc) 2 as a Novel and Reusable Heterogeneous Hybrid Catalyst in Efficient Synthesis of Bis, Tris, and Tetrakis(indolyl)methanes, 3,4-Dihydropyrimidin-2(1 H )-ones, and 2-Aryl-1 H -benzothiazoles . Journal of the Chinese Chemical Society 64:7, pages 764-776.
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H. Kilic, S. Bayindir, E. Erdogan, S. Agopcan Cinar, F. A. S. Konuklar, S. K. Bali, N. Saracoglu & V. Aviyente. (2017) Bismuth nitrate-promoted disproportionative condensation of indoles with cyclohexanone: a new-type azafulvenium reactivity of indole. New Journal of Chemistry 41:18, pages 9674-9687.
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PRAKASH CHHATTISE, KALPANA HANDORE, AMIT HORNE, KAKASAHEB MOHITE, ATUL CHASKAR, SABRINA DALLAVALLE & VASANT CHABUKSWAR. (2016) Synthesis and characterization of Polyindole and its catalytic performance study as a heterogeneous catalyst. Journal of Chemical Sciences 128:3, pages 467-475.
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Hyejin Cho, Christian Schäfer & Béla Török. 2015. Microwaves in Catalysis. Microwaves in Catalysis 193 212 .
L. Z. Fekri, M. Nikpassand & M. Kohansal. (2016) Fe+3-Montmorillonite K10, as effective, eco-friendly, and reusable catalyst for the synthesis of bis(1H-indol-3-yl)methanes under grinding condition. Russian Journal of General Chemistry 85:12, pages 2861-2866.
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Saad Shaaban, Alexander Roller & Nuno Maulide. (2015) Visible-Light, Metal-Free α-Amino C(sp 3 )-H Activation through 1,5-Hydrogen Migration: A Concise Method for the Preparation of Bis(indolyl)alkanes . European Journal of Organic Chemistry 2015:35, pages 7643-7647.
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Manmeet Kour & Satya Paul. (2015) Sulfonated carbon/nano-metal oxide composites: a novel and recyclable solid acid catalyst for organic synthesis in benign reaction media. New Journal of Chemistry 39:8, pages 6338-6350.
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Ali Saffar-Teluri. (2013) Boron trifluoride supported on nano-SiO2: an efficient and reusable heterogeneous catalyst for the synthesis of bis(indolyl)methanes and oxindole derivatives. Research on Chemical Intermediates 40:3, pages 1061-1067.
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Prakash K. Chhattise, Sudhir S. Arbuj, Kakasaheb C. Mohite, Sanjay V. Bhavsar, Amit S. Horne, Kalpana N. Handore & Vasant V. Chabukswar. (2014) One dimensional CdS nanostructures: heterogeneous catalyst for synthesis of aryl-3,3′-bis(indol-3-yl)methanes. RSC Advances 4:54, pages 28623.
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Yong-Hai Hui, Yong-Cheng Chen, Hai-Wei Gong & Zheng-Feng Xie. (2014) Convenient synthesis of bis(indolyl)alkanes by dithiocarbohydrazone Schiff base/Zn(ClO4)2·6H2O catalyzed Friedel–Crafts reaction of indoles with imines. Chinese Chemical Letters 25:1, pages 163-165.
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Deepak K. Sharma, Altaf Hussain, Mallikharjuna Rao Lambu, Syed Khalid Yousuf, Sudip Maiety, Baldev Singh & Debaraj Mukherjee. (2013) Fe/Al pillared clay catalyzed solvent-free synthesis of bisindolylmethanes using diversely substituted indoles and carbonyl compounds. RSC Advances 3:7, pages 2211.
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Radhakrishnan Subashini & Fazlur-Rahman Nawaz Khan. (2011) Solvent-free synthesis and antibacterial studies of some quinolinones. Monatshefte für Chemie - Chemical Monthly 143:3, pages 485-489.
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Shafeek A. R. Mulla, A. Sudalai, Mohsinkhan Y. Pathan, Shafi A. Siddique, Suleman M. Inamdar, Santosh S. Chavan & R. Santosh Reddy. (2012) Efficient, rapid synthesis of bis(indolyl)methane using ethyl ammonium nitrate as an ionic liquid. RSC Advances 2:8, pages 3525.
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Ajam C. Shaikh & Chinpiao Chen. (2011) An Easy and Efficient Synthesis of Bisindolylmethanes and Tetraindolylmethane Tröger's Base Catatlyzed by AgBF 4 . Journal of the Chinese Chemical Society 58:7, pages 899-905.
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Marco d'Ischia, Alessandra Napolitano & Alessandro Pezzella. (2011) 5,6‐Dihydroxyindole Chemistry: Unexplored Opportunities Beyond Eumelanin. European Journal of Organic Chemistry 2011:28, pages 5501-5516.
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Yonglei Yang, Zhengfeng Xie & Jide Wang. (2011) CrCl 3 ·6H 2 O/Hydrogenated Bis‐Schiff Base as a New Efficient Catalyst System for Synthesis of Bis(indoly) Methane . Chinese Journal of Chemistry 29:10, pages 2091-2096.
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Morteza Shiri, Mohammad Ali Zolfigol, Hendrik Gerhardus Kruger & Zahra Tanbakouchian. (2009) Bis- and Trisindolylmethanes (BIMs and TIMs). Chemical Reviews 110:4, pages 2250-2293.
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Sandip A. Sadaphal, Amol H. Kategaonkar, Vilas B. Labade & Murlidhar S. Shingare. (2010) Synthesis of bis(indolyl) methanes using aluminium oxide (acidic) in dry media. Chinese Chemical Letters 21:1, pages 39-42.
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Richard J. Sundberg. 2010. Heterocyclic Scaffolds II:. Heterocyclic Scaffolds II: 47 115 .
. (2009) H 3 PW 12 O 40 -SoiO 2 and Amberlyst 15: Two Efficient Heterogeneous Catalysts for Synthesis of N-Acylsulfonamides under Solvent-free Conditions . Bulletin of the Korean Chemical Society 30:7, pages 1665-1666.
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. (2009) Alum Catalyzed Simple and Efficient Synthesis of Bis(indolyl)methanes by Ultrasound Approach. Bulletin of the Korean Chemical Society 30:4, pages 825-828.
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Aswathanarayana Srinivasa, Putta Prabhakar Varma, Vijaykumar Hulikal & Kittappa M. Mahadevan. (2007) Antimony(III) Sulfate Catalyzed Condensation Reaction of Indoles with Carbonyl Compounds. Monatshefte für Chemie - Chemical Monthly 139:2, pages 111-115.
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Javad Azizian, Fatemeh Teimouri & Mohammad Reza Mohammadizadeh. (2007) Ammonium chloride catalyzed one-pot synthesis of diindolylmethanes under solvent-free conditions. Catalysis Communications 8:7, pages 1117-1121.
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Li-Tao An, Fei-Qing Ding, Jian-Ping Zou, Xiao-Hua Lu & Li-Li Zhang. (2007) An Efficient and Solvent-Free Reaction for Synthesis of Bis(indol-3-yl)methanes Catalyzed by Sulfamic Acid. Chinese Journal of Chemistry 25:6, pages 822-827.
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Shengkai Ko & Ching-Fa Yao. (2006) Heterogeneous catalyst: Amberlyst-15 catalyzes the synthesis of 14-substituted-14H-dibenzo[a,j]xanthenes under solvent-free conditions. Tetrahedron Letters 47:50, pages 8827-8829.
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Peter Seeberger, Manas Chakrabarty, Ratna Mukherjee, Ajanta Mukherji, Shiho Arima & Yoshihiro Harigaya. (2006) Phosphoric Acid-on-Silica Gel: A Green Catalyst for the Synthesis of Symmetrical Bis(indolyl)alkanes. HETEROCYCLES 68:8, pages 1659.
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. (2005) Zirconium(IV) Chloride - Catalysed Reaction of Indoles: An Expeditious Synthesis of Bis(indolyl)methanes. Bulletin of the Korean Chemical Society 26:12, pages 1962-1964.
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Paola Manini, Alessandro Pezzella, Lucia Panzella, Alessandra Napolitano & Marco d'Ischia. (2005) New insight into the oxidative chemistry of noradrenaline: competitive o-quinone cyclisation and chain fission routes leading to an unusual 4-[bis-(1H-5,6-dihydroxyindol-2-yl)methyl]-1,2-dihydroxybenzene derivative. Tetrahedron 61:16, pages 4075-4080.
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Xin‐Liang Feng, Chuan‐Jin Guan & Cheng‐Xue Zhao. (2004) Ion Exchange Resin Catalyzed Condensation of Indole and Carbonyl Compounds — Synthesis of Bis‐indolylmethanes.. ChemInform 35:29.
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