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Issue 11, 2021
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Copper-catalyzed tandem annulation of 2-alkynoyl-2′-iodo-1,1′-biphenyls with isocyanoacetates: a rapid access to pyrrole-fused tetracyclic skeletons

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Abstract

An efficient and convenient synthesis of pyrrole-fused tetracyclic skeletons is presented. In this protocol using CuI as a catalyst, 1,1′-biphenyl substrates with 2-alkynoyl and 2′-iodo groups react with isocyanoacetates to provide 7-membered cyclic ketones fused with pyrrole and biphenyl rings through tandem [3 + 2] cycloaddition and C–C coupling processes.

Graphical abstract: Copper-catalyzed tandem annulation of 2-alkynoyl-2′-iodo-1,1′-biphenyls with isocyanoacetates: a rapid access to pyrrole-fused tetracyclic skeletons

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Supplementary files

Article information


Submitted
31 Dec 2020
Accepted
10 Mar 2021
First published
12 Mar 2021

Org. Chem. Front., 2021,8, 2456-2460
Article type
Research Article

Copper-catalyzed tandem annulation of 2-alkynoyl-2′-iodo-1,1′-biphenyls with isocyanoacetates: a rapid access to pyrrole-fused tetracyclic skeletons

Y. Ouyang, K. Wu, W. Zhou and Q. Cai, Org. Chem. Front., 2021, 8, 2456 DOI: 10.1039/D0QO01657H

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