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Synthesis 2023; 55(08): 1213-1220
DOI: 10.1055/a-1988-5863
DOI: 10.1055/a-1988-5863
paper
A Convenient, Efficient, and Inexpensive Copper(I) Complex Catalyzed Sonogashira Cross-Coupling of o-Iodoanilines with Terminal Alkynes
The authors are grateful to the National Natural Science Foundation of China (Nos. 22062012 and 22262019) and Scientific Research Projects of Liupanshui Normal University (LPSSYZDZK202201) for their financial support. This work was also supported by Guizhou Key Laboratory of Coal Clean Utilization (qiankehepingtairencai [2020]2001).
Abstract
Using (PPh3)2CuBH4 as catalyst, a convenient, efficient, and inexpensive palladium-free catalytic system has been developed to catalyze Sonogashira cross-coupling of o-iodoanilines with terminal alkynes under an air atmosphere to give a range of 2-ethynylaniline derivatives with up to 99% yield. This protocol is amenable to scale up. Notable features of the approach include good functional group tolerance, air atmosphere, and excellent yields.
Key words
Sonogashira cross-coupling - copper catalysis - palladium-free - o-iodoanilines - terminal alkynesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1988-5863.
- Supporting Information
Publication History
Received: 01 November 2022
Accepted after revision: 28 November 2022
Accepted Manuscript online:
28 November 2022
Article published online:
21 December 2022
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