Issue 11, 2017
From the journal:

Chemical Communications

Pd-Catalyzed oxidative annulation of enamides with diazabicyclic olefins: rapid access to cyclopentene fused 2-pyrrolines†

P. V. Santhini,ab   G. Nimisha,ab   Jubi John,*ab   E. Suresh, ORCID logo c   R. Luxmi Varmaab  and  K. V. Radhakrishnan*ab  

* Corresponding authors

a Academy of Scientific and Innovative Research (AcSIR), New Delhi 110001, India

b Organic Chemistry Section, CSIR-National Institute for Interdisciplinary Science and Technology, Thiruvananthapuram 695019, India
E-mail: radhu2005@gmail.com, jubijohn@niist.res.in

c Central Salt and Marine Chemicals Research Institute, Bhavnagar 364 002, India

Abstract

An efficient stereoselective route for the synthesis of cyclopentene fused 2-pyrrolines has been established via a Pd-catalyzed C–H activation/oxidative coupling of aryl enamides with diazabicyclic olefins. The proposed two-stage mechanism was successfully proven by isolating the intermediate trans-disubstituted cyclopentene.

Graphical abstract: Pd-Catalyzed oxidative annulation of enamides with diazabicyclic olefins: rapid access to cyclopentene fused 2-pyrrolines

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Article information

DOI
https://doi.org/10.1039/C6CC08753A
Article type
Communication
Submitted
01 Nov 2016
Accepted
30 Nov 2016
First published
30 Nov 2016

Chem. Commun., 2017,53, 1848-1851

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Pd-Catalyzed oxidative annulation of enamides with diazabicyclic olefins: rapid access to cyclopentene fused 2-pyrrolines

P. V. Santhini, G. Nimisha, J. John, E. Suresh, R. L. Varma and K. V. Radhakrishnan, Chem. Commun., 2017, 53, 1848 DOI: 10.1039/C6CC08753A

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