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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 20
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Original Articles

One‐Pot Wittig Reactions in Aqueous Media: A Rapid and Environmentally Benign Synthesis of α,β‐Unsaturated Carboxylic Esters and Nitriles

Jinlong Wu Laboratory of Asymmetric Catalysis and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou, ChinaCorrespondence[email protected]
&
Congyong Yue Laboratory of Asymmetric Catalysis and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou, China
Pages 2939-2947 | Received 16 Feb 2006, Published online: 16 Feb 2007

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Wenhua Huang, Shuang-Hong Zhao & Guang-Ping Dong. (2014) Wittig Olefination Using Phosphonium Tetraphenylborate in the Absence of Additional Base. Phosphorus, Sulfur, and Silicon and the Related Elements 189:12, pages 1802-1810.
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Tiago Rodrigues, Francisca Lopes & Rui Moreira. (2012) Microwave-Assisted Wittig Reaction of Semistabilized Nitro-Substituted Benzyltriphenyl-Phosphorous Ylides with Aldehydes in Phase-Transfer Conditions. Synthetic Communications 42:5, pages 747-755.
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Articles from other publishers (25)

Mohammad Javaherian & Parviz Movaheditabar. (2023) On-water biphasic organic synthesis. Journal of the Iranian Chemical Society 20:9, pages 2103-2125.
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Vivek Sharma, Kailas Arjun Chavan, Ghanshyam Mali, Dipanjana Sarkar, Prem Lama, Moumita Majumder, Rohan D. Erande & Ramesh K. Metre. (2023) A Catecholaldimine-Based Ni II -Complex as an Effective Catalyst for the Direct Conversion of Alcohols to trans -Cinnamonitriles and Aldehydes . The Journal of Organic Chemistry 88:11, pages 7448-7453.
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De‐Feng Xu, Pei‐Wen Su, Chao Wang, Lei Miao, Jun‐Sheng Zhang & Hua Zhang. (2022) Isolation, Structure Characterization, Total Synthesis and Biological Evaluation of Cinnamic Acid Derivatives from Tinospora sagittata . Chemistry & Biodiversity 19:12.
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Chang Whee Hong, Yong Jin Lee & Duk Keun An. (2021) A One‐Pot Synthesis of α , β ‐Unsaturated Esters From Esters . Bulletin of the Korean Chemical Society 42:8, pages 1121-1125.
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Dan Song, Chao-Ming Wang, Zhi-Peng Ye, Peng-Ju Xia, Zhi-Xiong Deng, Jun-An Xiao, Hao-Yue Xiang & Hua Yang. (2019) Visible-Light-Driven, Photoredox-Catalyzed Cascade of ortho- Hydroxycinnamic Esters To Access 3-Fluoroalkylated Coumarins . The Journal of Organic Chemistry 84:11, pages 7480-7487.
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Fatima Merza, Ahmed Taha & Thies Thiemann. 2018. Alkenes. Alkenes.
Gaspar Diaz-Muñoz, Raquel Geralda Isidorio, Izabel Luzia Miranda, Gabriel Nunes de Souza Dias & Marisa Alves Nogueira Diaz. (2017) A concise and efficient synthesis of tetrahydroquinoline alkaloids using the phase transfer mediated Wittig olefination reaction. Tetrahedron Letters 58:33, pages 3311-3315.
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Lun Li, Jared C. Stimac & Laina M. Geary. (2017) Synthesis of olefins via a Wittig reaction mediated by triphenylarsine. Tetrahedron Letters 58:14, pages 1379-1381.
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Thies Thiemann, Mohamed W. Elshorbagy, Mostafa H. F. A. Salem, Siraj A. N. Ahmadani, Yosef Al-Jasem, Mariam Al Azani, Mazen A. M. Al-Sulaibi & Bassam Al-Hindawi. (2016) Facile, Direct Reaction of Benzaldehydes to 3-Arylprop-2-Enoic Acids and 3-Arylprop-2-Ynoic Acids in Aqueous Medium. International Journal of Organic Chemistry 06:02, pages 126-141.
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Sebastian O. Simonetti, Enrique L. Larghi & Teodoro S. Kaufman. (2016) The 3,4-dioxygenated 5-hydroxy-4-aryl-quinolin-2(1H)-one alkaloids. Results of 20 years of research, uncovering a new family of natural products. Natural Product Reports 33:12, pages 1425-1446.
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Sebastián O. Simonetti, Enrique L. Larghi & Teodoro S. Kaufman. (2016) A convenient approach to an advanced intermediate toward the naturally occurring, bioactive 6-substituted 5-hydroxy-4-aryl-1H-quinolin-2-ones. Organic & Biomolecular Chemistry 14:9, pages 2625-2636.
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Abdul kadar Shaikh & George Varvounis. (2015) One-pot cascade synthesis of 2,3-disubstituted 2,3-dihydrobenzofurans via ortho-quinone methide intermediates generated in situ. RSC Advances 5:19, pages 14892-14896.
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Peter A. Byrne & Declan G. Gilheany. (2013) The modern interpretation of the Wittig reaction mechanism. Chemical Society Reviews 42:16, pages 6670.
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Daniela A. Barancelli, Airton G. SallesJr.Jr., Jason G. Taylor & Carlos Roque D. Correia. (2012) Coumarins from Free ortho -Hydroxy Cinnamates by Heck-Matsuda Arylations: A Scalable Total Synthesis of ( R )-Tolterodine . Organic Letters 14:23, pages 6036-6039.
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Peter A. Byrne & Declan G. Gilheany. (2012) Unequivocal Experimental Evidence for a Unified Lithium Salt-Free Wittig Reaction Mechanism for All Phosphonium Ylide Types: Reactions with β-Heteroatom-Substituted Aldehydes Are Consistently Selective for cis -Oxaphosphetane-Derived Products . Journal of the American Chemical Society 134:22, pages 9225-9239.
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Yan Teng, Jinni Lu & Patrick H. Toy. (2011) Rasta Resin–PPh 3 –NBn i Pr 2 and its Use in One‐Pot Wittig Reaction Cascades . Chemistry – An Asian Journal 7:2, pages 351-359.
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Peter A. ByrnePeter A. Byrne. 2012. Investigation of Reactions Involving Pentacoordinate Intermediates. Investigation of Reactions Involving Pentacoordinate Intermediates 1 56 .
Yonghong Gu & Shi-Kai Tian. 2012. Stereoselective Alkene Synthesis. Stereoselective Alkene Synthesis 197 238 .
Jinni Lu & Patrick H. Toy. (2011) Tandem One‐Pot Wittig/Reductive Aldol Reactions in which the Waste from One Process Catalyzes a Subsequent Reaction. Chemistry – An Asian Journal 6:9, pages 2251-2254.
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Peter Shu-Wai Leung, Yan Teng & Patrick H. Toy. (2010) Chromatography-Free Wittig Reactions Using a Bifunctional Polymeric Reagent. Organic Letters 12:21, pages 4996-4999.
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Da-Neng Liu & Shi-Kai Tian. (2009) Stereoselective Synthesis of Polysubstituted Alkenes through a Phosphine-Mediated Three-Component System of Aldehydes, α-Halo Carbonyl Compounds, and Terminal Alkenes. Chemistry - A European Journal 15:18, pages 4538-4542.
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Arani Chanda & Valery V. Fokin. (2009) Organic Synthesis “On Water”. Chemical Reviews 109:2, pages 725-748.
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Seila Boullosa, Zoila Gándara, Manuel Pérez, Generosa Gómez & Yagamare Fall. (2008) The furan approach to thiacyclic compounds. Stereoselective synthesis of 2,3-disubstituted tetrahydrothiopyrans. Tetrahedron Letters 49:25, pages 4040-4042.
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Gary A. Molander & Roberta A. Oliveira. (2008) Wittig reaction of formyl-substituted organotrifluoroborates and stabilized phosphonium ylides in an aqueous medium. Tetrahedron Letters 49:7, pages 1266-1268.
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Jinlong Wu & Congyong Yue. (2007) One‐Pot Wittig Reactions in Aqueous Media: A Rapid and Environmentally Benign Synthesis of α,β‐Unsaturated Carboxylic Esters and Nitriles.. ChemInform 38:9.
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