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Issue 4, 2020
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Synthesis of 4-ethenyl quinazolines via rhodium(iii)-catalyzed [5 + 1] annulation reaction of N-arylamidines with cyclopropenones

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Abstract

An unprecedented synthesis of 4-ethenyl quinazolines via a Rh(III)-catalyzed C–H activation and annulation reaction was described. In particular, when C-alkyl imidamides are benzyl groups, 2-benzoyl quinazolines can be obtained. This protocol enables the effective application of cyclopropenones, featuring high atom efficiency, broad substrate scope and mild reaction conditions.

Graphical abstract: Synthesis of 4-ethenyl quinazolines via rhodium(iii)-catalyzed [5 + 1] annulation reaction of N-arylamidines with cyclopropenones

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Article information


Submitted
14 Nov 2019
Accepted
16 Jan 2020
First published
20 Jan 2020

Org. Chem. Front., 2020,7, 672-677
Article type
Research Article

Synthesis of 4-ethenyl quinazolines via rhodium(III)-catalyzed [5 + 1] annulation reaction of N-arylamidines with cyclopropenones

H. Xing, J. Chen, Y. Shi, T. Huang, L. Hai and Y. Wu, Org. Chem. Front., 2020, 7, 672
DOI: 10.1039/C9QO01372E

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