Issue 14, 2017

Palladium-catalyzed aerobic (1+2) annulation of Csp3–H bonds with olefin for the synthesis of 3-azabicyclo[3.1.0]hex-2-ene

Abstract

A novel palladium-catalyzed aerobic (1+2) annulation was developed for the synthesis of 3-azabicyclo[3.1.0]hex-2-ene. The palladation of Csp3–H bonds took place twice at the same position in the whole reaction process. Preliminary mechanistic studies by in situ IR revealed that the second C–H palladation and reductive elimination might be slow steps.

Graphical abstract: Palladium-catalyzed aerobic (1+2) annulation of Csp3–H bonds with olefin for the synthesis of 3-azabicyclo[3.1.0]hex-2-ene

Supplementary files

Article information

Article type
Communication
Submitted
22 Nov 2016
Accepted
23 Jan 2017
First published
23 Jan 2017

Chem. Commun., 2017,53, 2294-2297

Palladium-catalyzed aerobic (1+2) annulation of Csp3–H bonds with olefin for the synthesis of 3-azabicyclo[3.1.0]hex-2-ene

K. Wu, L. Meng, M. Huai, Z. Huang, C. Liu, X. Qi and A. Lei, Chem. Commun., 2017, 53, 2294 DOI: 10.1039/C6CC09332A

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