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Access to 2,3‐Disubstituted Benzofurans through One‐Pot Acid‐Catalyzed Nucleophilic Substitution/TBAF‐Mediated Oxacycloisomerization
Author(s) -
Raji Reddy Chada,
Krishna Gaddam,
Kavitha Nerella,
Latha Bellamkonda,
Shin DongSoo
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200708
Subject(s) - chemistry , cycloisomerization , nucleophilic substitution , catalysis , nucleophile , combinatorial chemistry , substitution (logic) , organic chemistry , programming language , computer science
An efficient synthetic strategy for the synthesis of diversely 2,3‐disubstituted benzofurans is described. This method is based on the use of propargylic alcohols generated from TBS‐protected ortho ‐hydroxy benzaldehydes as starting materials and allows a library of 2,3‐disubstituted benzofurans to be built. The procedure consists of one‐pot nucleophilic substitution, TBS‐deprotection, and exo ‐ dig cycloisomerization.