Issue 37, 2012
From the journal:

Organic & Biomolecular Chemistry

Highly selective synthesis of tetra-substituted furans and cyclopropenes: copper(i)-catalyzed formal cycloadditions of internal aryl alkynes and diazoacetates†

Andrew K. Swenson,a   Kate E. Higgins,a   Matthew G. Brewer,a   William W. Brennesselb  and  Michael G. Coleman*a  

* Corresponding authors

a Department of Chemistry, Rochester Institute of Technology, Rochester, NY 14623, USA
E-mail: mgcsch@rit.edu

b Department of Chemistry, University of Rochester, Rochester, NY 14627, USA

Abstract

A convenient Cu(I)-catalyzed cycloaddition of electron rich internal aryl alkynes and diazoacetates was discovered for the chemoselective and regioselective synthesis of tetra-substituted furans and cyclopropenes in moderate isolated yields (18–67%), and alkyne conversion (29–73%).

Graphical abstract: Highly selective synthesis of tetra-substituted furans and cyclopropenes: copper(i)-catalyzed formal cycloadditions of internal aryl alkynes and diazoacetates

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Article information

DOI
https://doi.org/10.1039/C2OB26295A
Article type
Communication
Submitted
06 Jul 2012
Accepted
09 Aug 2012
First published
17 Aug 2012

Org. Biomol. Chem., 2012,10, 7483-7486

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Highly selective synthesis of tetra-substituted furans and cyclopropenes: copper(I)-catalyzed formal cycloadditions of internal aryl alkynes and diazoacetates

A. K. Swenson, K. E. Higgins, M. G. Brewer, W. W. Brennessel and M. G. Coleman, Org. Biomol. Chem., 2012, 10, 7483 DOI: 10.1039/C2OB26295A

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