Issue 15, 2019

Rh-Catalyzed intramolecular decarbonylative cyclization of ortho-formyl group tethered alkylidenecyclopropanes (ACPs) for the construction of 2-methylindenes

Abstract

A Rh-catalyzed intramolecular cascade decarbonylative cyclization reaction of ortho-formyl group-tethered alkylidenecyclopropanes (ACPs) has been developed, affording 2-methylindenes in moderate to good yields. The reaction proceeded through a decarbonylative generation of Rh–H species, intramolecular migratory insertion, β-carbon elimination, and a reductive elimination from a π-allylic rhodium intermediate on the basis of a deuterium-labeling experiment as well as other control experiments.

Graphical abstract: Rh-Catalyzed intramolecular decarbonylative cyclization of ortho-formyl group tethered alkylidenecyclopropanes (ACPs) for the construction of 2-methylindenes

Supplementary files

Article information

Article type
Research Article
Submitted
09 Mai 2019
Accepted
06 Jun 2019
First published
10 Jun 2019

Org. Chem. Front., 2019,6, 2667-2671

Rh-Catalyzed intramolecular decarbonylative cyclization of ortho-formyl group tethered alkylidenecyclopropanes (ACPs) for the construction of 2-methylindenes

X. Fan, R. Liu, Y. Wei and M. Shi, Org. Chem. Front., 2019, 6, 2667 DOI: 10.1039/C9QO00614A

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