Premium
Recent Developments in the Synthesis and Reactivity of Isoxazoles: Metal Catalysis and Beyond
Author(s) -
Hu Feng,
Szostak Michal
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500319
Subject(s) - chemistry , surface modification , regioselectivity , cycloaddition , cycloisomerization , combinatorial chemistry , reactivity (psychology) , catalysis , organic synthesis , organic chemistry , nanotechnology , materials science , medicine , alternative medicine , pathology
Isoxazoles are important five‐membered aromatic heterocycles in organic chemistry. Recently, many exciting advances in the synthesis and functionalization of isoxazoles have been reported. New transition metal‐catalyzed reactions have resulted in the development of attractive and highly efficient synthetic approaches to densely functionalized isoxazoles. Complete control of regioselectivity can be achieved on the basis of a judicious choice of metal catalyst and reaction partners using dipolar cycloaddition and cycloisomerization reactions, while more recent studies have focused on the site‐selective functionalization of isoxazoles via CH functionalization. New strategies for the use of isoxazoles as scaffolding templates in asymmetric synthesis have emerged, thus opening new prospects for the synthesis of enantioenriched motifs under the conditions that are orthogonal to other transformations. In this review, recent advances involving the synthesis and reactivity of isoxazoles are summarized. The review covers the period from January 2005 to June 2015.