Synthesis of pyrazolo[1,5-c]quinazoline derivatives through the copper-catalyzed domino reaction of o-alkenyl aromatic isocyanides with diazo compounds

Chemical Communications : Chem Comm
Lu LiuHe Wang

Abstract

A novel copper-catalyzed domino reaction between o-alkenyl aromatic isocyanides and diazo compounds has been developed under mild reaction conditions. Various o-alkenyl aromatic isocyanides were prepared from readily available reactants. The reaction provides a general and efficient method for the synthesis of pyrazolo[1,5-c]quinazolines by the formation of two rings and three new bonds in a single step from readily available acyclic starting materials. A mechanism involving a tandem (3+2) cyclization/elimination/intramolecular aza-addition sequence was proposed.

References

Aug 17, 2006·Journal of the American Chemical Society·Chikashi KanazawaYoshinori Yamamoto
Nov 6, 2010·Angewandte Chemie·Alexander V Lygin, Armin de Meijere
Oct 21, 2011·Chemical Communications : Chem Comm·He WangQun Liu
Mar 5, 2013·Chemical Society Reviews·Guanyinsheng QiuJie Wu
Apr 13, 2013·Journal of Natural Products·Lachlan M Blair, Jonathan Sperry
Feb 6, 2014·Organic Letters·Bo Zhang, Armido Studer
Mar 6, 2015·Chemical Reviews·Vadim P BoyarskiyVadim Yu Kukushkin
May 15, 2015·Accounts of Chemical Research·Uwe H F Bunz
Nov 22, 2016·Chemical Society Reviews·Bingrui Song, Bin Xu
Dec 17, 2016·Chemical Society Reviews·Mariateresa GiustinianoJieping Zhu

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