Affiliation:
1. Graduate School of Science, Chiba University
Abstract
Various primary alcohols were smoothly transformed into 3-aryl- and 3-alkylisoxazoles in good yields in one pot by successive treatment with PhI(OAc)2 in the presence of TEMPO, NH2OH, and then NCS, followed by reaction with alkynes in the presence of Et3N. Similarly, various primary alcohols were smoothly transformed into 3-aryl- and 3-alkylpyrazoles in good yields in one pot by successive treatment with PhI(OAc)2 in the presence of TEMPO, PhNHNH2, and then NCS and decyl methyl sulfide, followed by reaction with alkynes in the presence of Et3N. Thus, both 3-aryl- and 3-alkylisoxazoles, and 3-aryl- and 3-alkylpyrazoles could be prepared from readily available primary alcohols in one pot under transition-metal-free conditions.
Funder
Ministry of Education, Culture, Sports, Science, and Technology in Japan
Subject
Organic Chemistry,Catalysis
Cited by
22 articles.
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