Issue 20, 2019

Synthesis of (difluoromethyl)naphthalenes using the ring construction strategy: C–C bond formation on the central carbon of 1,1-difluoroallenes via Pd-catalyzed insertion

Abstract

The insertion of 1,1-difluoroallenes was carried out to form a C–C bond exclusively on their central carbon. o-Bromophenyl-bearing 1,1-difluoroallenes underwent intramolecular insertion in the presence of a palladium catalyst. Regioselective C–C bond formation occurred to form a six-membered carbocycle, leading to pharmaceutically and agrochemically promising difluoromethylated naphthalenes.

Graphical abstract: Synthesis of (difluoromethyl)naphthalenes using the ring construction strategy: C–C bond formation on the central carbon of 1,1-difluoroallenes via Pd-catalyzed insertion

Supplementary files

Article information

Article type
Paper
Submitted
05 Mär 2019
Accepted
24 Apr 2019
First published
25 Apr 2019

Org. Biomol. Chem., 2019,17, 5047-5054

Synthesis of (difluoromethyl)naphthalenes using the ring construction strategy: C–C bond formation on the central carbon of 1,1-difluoroallenes via Pd-catalyzed insertion

K. Fuchibe, S. Watanabe, G. Takao and J. Ichikawa, Org. Biomol. Chem., 2019, 17, 5047 DOI: 10.1039/C9OB00540D

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