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One‐Pot Synthesis of 3,5‐Disubstituted Isoxazoles from Propargylic Alcohols through Propargylic N ‐Hydroxylamines
Author(s) -
Raji Reddy Chada,
Vijaykumar Jonnalagadda,
Jithender Enukonda,
Reddy Gangireddy Pavan Kumar,
Grée René
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.201200628
Subject(s) - chemistry , one pot synthesis , combinatorial chemistry , catalysis , organic chemistry
An efficient approach has been described for the synthesis of 3,5‐disubstituted isoxazoles from propargylic alcohols. The strategy involves a one‐pot p ‐TSA‐catalyzed N ‐propargylation of protected hydroxylamines followed by a TBAF‐mediated detosylative 5‐ endo ‐ dig cyclization. The method was successfully used for the synthesis of various 3,5‐disubstituted isoxazoles.