Diversity-Oriented Synthesis of Furo[3,2-c]coumarins and Benzofuranyl Chromenones through Chemoselective Acylation/Wittig Reaction

Shu Mei Yang; Chein Yi Wang; Chun Kai Lin; Praneeth Karanam; Ganapuram Madhusudhan Reddy; Yi Ling Tsai; Wenwei Lin

doi:10.1002/anie.201711524

Diversity-Oriented Synthesis of Furo[3,2-c]coumarins and Benzofuranyl Chromenones through Chemoselective Acylation/Wittig Reaction

Shu Mei Yang, Chein Yi Wang, Chun Kai Lin, Praneeth Karanam, Ganapuram Madhusudhan Reddy, Yi Ling Tsai, Wenwei Lin

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

20 Citations (Scopus)

Abstract

A highly efficient and chemoselective one-pot protocol for the diversity-oriented synthesis of two types of coumarin-based formal cross-coupling adducts, furo[3,2-c]coumarins and 3-benzofuranyl chromenones, is described. Key attributes of the methodology are an initial chemoselective acylation of functionalized phosphorus zwitterions and a subsequent chemoselective intramolecular Wittig reaction that preferentially resulted in one of the two coumarin derivatives in high yield, depending on relative reactivities and the addition sequence of the acylating agents.

Original language	English
Pages (from-to)	1668-1672
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	57
Issue number	6
DOIs	https://doi.org/10.1002/anie.201711524
Publication status	Published - 2018 Feb 5

Keywords

Wittig reactions
chemoselectivity
diversity-oriented synthesis
multicomponent reactions
organophosphonium salts

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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Diversity-Oriented Synthesis of Furo[3,2-c]coumarins and Benzofuranyl Chromenones through Chemoselective Acylation/Wittig Reaction. / Yang, Shu Mei; Wang, Chein Yi; Lin, Chun Kai; Karanam, Praneeth; Reddy, Ganapuram Madhusudhan; Tsai, Yi Ling; Lin, Wenwei.

In: Angewandte Chemie - International Edition, Vol. 57, No. 6, 05.02.2018, p. 1668-1672.

Research output: Contribution to journal › Article › peer-review

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AU - Lin, Chun Kai

AU - Karanam, Praneeth

AU - Reddy, Ganapuram Madhusudhan

AU - Tsai, Yi Ling

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Diversity-Oriented Synthesis of Furo[3,2-c]coumarins and Benzofuranyl Chromenones through Chemoselective Acylation/Wittig Reaction

Abstract

Keywords

ASJC Scopus subject areas

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