Issue 21, 2021

Facile one-pot synthesis of diarylacetylenes from arylaldehydes via an addition-double elimination process

Abstract

A practical one-pot protocol has been developed to synthesize diarylacetylenes from arylaldehydes by treatment with 1-(arylmethyl)benzotriazoles and LiN(SiMe3)2. The reaction proceeded through imine formation, Mannich-type addition and double elimination to deliver products in up to 99% yields with broad substrate scope. In addition, gram-scale synthesis of 1-bromo-4-(phenylethynyl)benzene has been demonstrated.

Graphical abstract: Facile one-pot synthesis of diarylacetylenes from arylaldehydes via an addition-double elimination process

Supplementary files

Article information

Article type
Communication
Submitted
31 Mar 2021
Accepted
04 May 2021
First published
04 May 2021

Org. Biomol. Chem., 2021,19, 4701-4705

Facile one-pot synthesis of diarylacetylenes from arylaldehydes via an addition-double elimination process

J. Chen, X. Zhang, J. Wu, R. Wang, C. Lei and Y. An, Org. Biomol. Chem., 2021, 19, 4701 DOI: 10.1039/D1OB00627D

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