Advanced search
Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 7
Submit an article Journal homepage
295
Views
38
CrossRef citations to date
0
Altmetric
Original Articles

Oxone‐Mediated Oxidative 3‐Arylthio Substitution of Indoles

Guaili Wu State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu, 730000, China
,
Jing Wu State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu, 730000, China
,
Jialiang Wu State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu, 730000, China
&
Longmin Wu State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu, 730000, ChinaCorrespondence[email protected]
Pages 1036-1043 | Received 13 Oct 2007, Published online: 12 Mar 2008

Citations (38)

Keep up to date with the latest research on this topic with citation updates for this article.

Subscribe to citation updates

Read on this site (1)

P. Praveen Kumar, Y. Dathu Reddy, Ch. Venkata Ramana Reddy, B. Rama Devi & P.K. Dubey. (2014) Indium chloride: a versatile Lewis acid catalyst for the synthesis of 3-sulfenylindoles. Journal of Sulfur Chemistry 35:4, pages 356-361.
Read now

Articles from other publishers (37)

Kuntal Palit & Niranjan Panda. (2024) Metal‐Free Regioselective Chlorosulfenylation of Indoles by Dimethylsulfoxide and 1,2‐Dichloroethane. European Journal of Organic Chemistry 27:16.
Crossref
Tan Sang Truong, Pascal Retailleau & Thanh Binh Nguyen. (2022) TFA/DMSO‐Promoted Cross‐Dehydrogenative Coupling of Hetaryl Thiols with Indoles: Access to 3‐(Hetarylsulfenyl)indole under Mild Conditions. Asian Journal of Organic Chemistry 11:2.
Crossref
Moumita Paira. (2022) A Useful Methods of Direct Sulfenylation at the 3-Position of Indoles Employing various Sulfenylating Agents. Asian Journal of Chemistry 34:6, pages 1347-1353.
Crossref
Weihe Li, Hao Wang, Shengping Liu, Hua Feng, Enrico Benassi & Bo Qian. (2020) Iodine/Manganese Catalyzed Sulfenylation of Indole via Dehydrogenative Oxidative Coupling in Anisole. Advanced Synthesis & Catalysis 362:13, pages 2666-2671.
Crossref
Akram Hosseinian, Sheida Ahmadi, Fatemeh Alsadat Hosseini Nasab, Robab Mohammadi & Esmail Vessally. (2018) Cross-Dehydrogenative C–H/S–H Coupling Reactions. Topics in Current Chemistry 376:6.
Crossref
Gelson Perin, Paolo Santoni, Angelita M. Barcellos, Patrick C. Nobre, Raquel G. Jacob, Eder J. Lenardão & Claudio Santi. (2018) Selenomethoxylation of Alkenes Promoted by Oxone®. European Journal of Organic Chemistry 2018:10, pages 1224-1229.
Crossref
Ryoma Ohkado, Tatsuro Ishikawa & Hiroki Iida. (2018) Flavin–iodine coupled organocatalysis for the aerobic oxidative direct sulfenylation of indoles with thiols under mild conditions. Green Chemistry 20:5, pages 984-988.
Crossref
Fanghui Ma, Jing Qian, Ping Lu & Yanguang Wang. (2018) Convenient synthesis of 2-amino-3-(arylthio)indoles via the Rh-catalyzed reaction of 3-diazoindol-2-imines with thioesters . Organic & Biomolecular Chemistry 16:3, pages 439-443.
Crossref
Rahele Zhiani, Seyed Mohsen Sadeghzadeh, Shokufe Emrani & Maryam Abasian. (2018) Synthesis of 3-sulfenylindoles by Pd (II) nanoclusters confined within metal-organic framework fibers in aqueous solution. Journal of Organometallic Chemistry 855, pages 1-6.
Crossref
Rajjakfur Rahaman & Pranjit Barman. (2017) Iodine‐Catalyzed Mono‐ and Disulfenylation of Indoles in PEG 400 through a Facile Microwave‐Assisted Process . European Journal of Organic Chemistry 2017:42, pages 6327-6334.
Crossref
N. Golzar, N. Nowrouzi, M. Abbasi & A. M. Mehranpour. (2017) Cu-Catalyzed first direct access towards 3-sulfenylindoles from aryl halides. New Journal of Chemistry 41:20, pages 11921-11925.
Crossref
Wei Fan, Zhen Yang, Bo Jiang & Guigen Li. (2017) I 2 -Catalyzed sulfenylation of indoles and pyrroles using triethylammonium thiolates as sulfenylating agents . Organic Chemistry Frontiers 4:6, pages 1091-1102.
Crossref
Xiaoxia Liu, Huanhuan Cui, Daoshan Yang, Shicui Dai, Guoqin Zhang, Wei Wei & Hua Wang. (2016) Iodine-catalyzed Direct Thiolation of Indoles with Thiols Leading to 3-Thioindoles Using Air as the Oxidant. Catalysis Letters 146:9, pages 1743-1748.
Crossref
Yongqin He, Shengkang Liu, Ping Wen, Wanfa Tian, Xiaoyu Ren, Qiangxiao Zhou, Haojie Ma & Guosheng Huang. (2016) Iodine‐Catalyzed Regioselective Sulfenylation of Indoles with Thiols in Water. ChemistrySelect 1:8, pages 1567-1570.
Crossref
Hong Qi, Tongxin Zhang, Kefeng Wan & Meiming Luo. (2016) Catalytic Synthesis of 3-Thioindoles Using Bunte Salts as Sulfur Sources under Metal-Free Conditions. The Journal of Organic Chemistry 81:10, pages 4262-4268.
Crossref
Jian Li, Zhong-Jian Cai, Shun-Yi Wang & Shun-Jun Ji. (2016) A tetra-n-butylammonium iodide mediated reaction of indoles with Bunte salts: efficient 3-sulfenylation of indoles under metal-free and oxidant-free conditions. Organic & Biomolecular Chemistry 14:39, pages 9384-9387.
Crossref
Saima SaimaDanish Equbal, Aditya G. Lavekar & Arun K. Sinha. (2016) Cooperative catalysis by bovine serum albumin–iodine towards cascade oxidative coupling-C(sp 2 )–H sulfenylation of indoles/hydroxyaryls with thiophenols on water . Organic & Biomolecular Chemistry 14:25, pages 6111-6118.
Crossref
Rajjakfur Rahaman, Namita Devi, Jyoti Rekha Bhagawati & Pranjit Barman. (2016) Microwave-assisted regioselective sulfenylation of indoles under solvent- and metal-free conditions. RSC Advances 6:23, pages 18929-18935.
Crossref
Rajjakfur Rahaman, Namita Devi, Kuladip Sarma & Pranjit Barman. (2016) Microwave-assisted synthesis of 3-sulfenylindoles by sulfonyl hydrazides using organic ionic base-Brønsted acid. RSC Advances 6:13, pages 10873-10879.
Crossref
Hailei Zhang, Xiaoze Bao, Yuming Song, Jingping Qu & Baomin Wang. (2015) Iodine-catalysed versatile sulfenylation of indoles with thiophenols: controllable synthesis of mono- and bis-arylthioindoles. Tetrahedron 71:47, pages 8885-8891.
Crossref
Xuhu Huang, Shucheng Wang, Bowen Li, Xin Wang, Zemei Ge & Runtao Li. (2015) Iodine–triphenylphosphine mediated sulfenylation of imidazoheterocycles with sodium sulfinates. RSC Advances 5:29, pages 22654-22657.
Crossref
Cong-Rong Liu & Liang-Hui Ding. (2015) Byproduct promoted regioselective sulfenylation of indoles with sulfinic acids. Organic & Biomolecular Chemistry 13:8, pages 2251-2254.
Crossref
Praewpan Katrun, Sakchai Hongthong, Sornsiri Hlekhlai, Manat Pohmakotr, Vichai Reutrakul, Darunee Soorukram, Thaworn Jaipetch & Chutima Kuhakarn. (2014) Iodine–PPh3-mediated C3-sulfenylation of indoles with sodium sulfinates. RSC Advances 4:36, pages 18933.
Crossref
Zhaochang Gao, Xun Zhu & Ronghua Zhang. (2014) Cs 2 CO 3 promoted direct C–H bond sulfenylation of imidazo[1,2-a]pyridines and related heteroarenes in ionic liquid . RSC Adv. 4:38, pages 19891-19895.
Crossref
Xiaofei Zhou & Xinhua Li. (2014) Catalyst-free system for sulfenylation of free (N–H) indoles with 2,2′-dithiosalicylic acid under alkaline conditions. RSC Adv. 4:3, pages 1241-1245.
Crossref
Amber C. Nelson, Emily S. Kalinowski, Taylor L. Jacobson & Peter Grundt. (2013) Formation of tryptanthrin compounds upon Oxone-induced dimerization of indole-3-carbaldehydes. Tetrahedron Letters 54:50, pages 6804-6806.
Crossref
Fu‐Lai Yang & Shi‐Kai Tian. (2013) Iodine‐Catalyzed Regioselective Sulfenylation of Indoles with Sulfonyl Hydrazides. Angewandte Chemie International Edition 52:18, pages 4929-4932.
Crossref
Fu‐Lai Yang & Shi‐Kai Tian. (2013) Iodine‐Catalyzed Regioselective Sulfenylation of Indoles with Sulfonyl Hydrazides. Angewandte Chemie 125:18, pages 5029-5032.
Crossref
Xuejuan Zhang, Xiaofei Zhou, Hongping Xiao & Xinhua Li. (2013) A catalyst-free system for 3-sulfenylation of free (N–H) indoles with mercaptobenzoic acid under alkaline conditions. RSC Advances 3:44, pages 22280.
Crossref
Amber C. Nelson, Emily S. Kalinowski, Nikolas J. Czerniecki, Taylor L. Jacobson & Peter Grundt. (2013) Is the 2,3-carbon–carbon bond of indole really inert to oxidative cleavage by Oxone? – Synthesis of isatoic anhydrides from indoles. Organic & Biomolecular Chemistry 11:43, pages 7455.
Crossref
Ch. Durga Prasad, Shailesh Kumar, Moh. Sattar, Amit Adhikary & Sangit Kumar. (2013) Metal free sulfenylation and bis-sulfenylation of indoles: persulfate mediated synthesis. Organic & Biomolecular Chemistry 11:46, pages 8036.
Crossref
Li-Ming Tao, Wen-Qi Liu, Yun Zhou & Ai-Tao Li. (2012) Metal-Free Synthesis of 3-Sulfenylindoles via an Iodine-Mediated Electrophilic Cyclisation of 2-Alkynylanilines with Disulfides. Journal of Chemical Research 36:11, pages 644-646.
Crossref
Giuseppe La Regina, Valerio Gatti, Valeria Famiglini, Francesco Piscitelli & Romano Silvestri. (2012) Venting-while-Heating Microwave-Assisted Synthesis of 3-Arylthioindoles. ACS Combinatorial Science 14:4, pages 258-262.
Crossref
Wenlei Ge & Yunyang Wei. (2012) Iodine-catalyzed oxidative system for 3-sulfenylation of indoles with disulfides using DMSO as oxidant under ambient conditions in dimethyl carbonate. Green Chemistry 14:7, pages 2066.
Crossref
Claudio C. Silveira, Samuel R. Mendes, Lucas Wolf & Guilherme M. Martins. (2010) The use of anhydrous CeCl3 as a catalyst for the synthesis of 3-sulfenyl indoles. Tetrahedron Letters 51:15, pages 2014-2016.
Crossref
Yan‐Jin Guo, Ri‐Yuan Tang, Jin‐Heng Li, Ping Zhong & Xing‐Guo Zhang. (2009) Palladium‐Catalyzed Annulation of 2‐(1‐Alkynyl)benzenamines with Disulfides: Synthesis of 3‐Sulfenylindoles. Advanced Synthesis & Catalysis 351:16, pages 2615-2618.
Crossref
Guaili Wu, Jing Wu, Jialiang Wu & Longmin Wu. (2008) ChemInform Abstract: Oxone‐Mediated Oxidative 3‐Arylthio Substitution of Indoles.. ChemInform 39:38.
Crossref

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Related research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.