Palladium-catalyzed intramolecular carbene insertion into C(sp3)-H bonds

Publication date

2019-01-30T13:51:43Z

2019-01-30T13:51:43Z

2016-04-15

2019-01-30T13:51:43Z

Abstract

A palladium‐catalyzed carbene insertion into C(sp3)−H bonds leading to pyrrolidines was developed. The coupling reaction can be catalyzed by both Pd0 and PdII, is regioselective, and shows a broad functional group tolerance. This reaction is the first example of palladium‐catalyzed C(sp3)−C(sp3) bond assembly starting from diazocarbonyl compounds. DFT calculations revealed that this direct C(sp3)−H bond functionalization reaction involves an unprecedented concerted metalation-deprotonation step.

Document Type

Article


Accepted version

Language

English

Publisher

Wiley-VCH

Related items

Versió postprint del document publicat a: https://doi.org/10.1002/anie.201602020

Angewandte Chemie-International Edition, 2016, vol. 55, num. 22, p. 6467-6470

https://doi.org/10.1002/anie.201602020

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(c) Wiley-VCH, 2016

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