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Microwave‐Assisted 1,3‐Dipolar Cycloaddition: an Eco‐Friendly Approach to Five‐Membered Heterocycles
Author(s) -
Pineiro Marta,
Pinho e Melo Teresa M. V. D.
Publication year - 2009
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.200900644
Subject(s) - cycloaddition , nitrile , chemistry , 1,3 dipolar cycloaddition , stereoselectivity , combinatorial chemistry , environmentally friendly , dipole , organic chemistry , microwave , computational chemistry , microwave heating , catalysis , computer science , ecology , telecommunications , biology
The review describes the use of microwave technology to carry out 1,3‐dipolar cycloaddition reactions, an important tool for the construction of five‐membered heterocycles. Microwave methodology can be applied to generate 1,3‐dipoles (nitrones, nitrile oxides, azomethine ylides, azomethineimines, nitrile imines, azides, carbonyl ylides) and to promote the subsequent cycloaddition and usually avoids harsh reaction conditions. This nonconventional energy source is able to reduce chemical reaction times and to increase yields and in some cases can lead to different outcomes from those obtained with conventional heating. The review highlights the more recent developments in the area with particular emphasis on aspects related to efficiency and to regio‐ and stereoselectivity. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)