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

Autor:	Ganapuram Madhusudhan Reddy, Shu Mei Yang, Praneeth Karanam, Wenwei Lin, Chein Yi Wang, Chun Kai Lin, Yi Ling Tsai
Rok vydání:	2018
Předmět:	Chemistry 010405 organic chemistry General Chemistry General Medicine Coumarin 010402 general chemistry 01 natural sciences Catalysis Adduct 0104 chemical sciences Acylation chemistry.chemical_compound Yield (chemistry) Intramolecular force Wittig reaction Organic chemistry heterocyclic compounds Chemoselectivity
Zdroj:	Angewandte Chemie. 130:1684-1688
ISSN:	0044-8249
DOI:	10.1002/ange.201711524
Popis:	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.
Databáze:	OpenAIRE
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