Issue 18, 2014
From the journal:

Organic & Biomolecular Chemistry

Gold-catalysed cyclisation of N-propargylic β-enaminones to form 3-methylene-1-pyrroline derivatives†‡

Kommuru Goutham,ab   N. S. V. M. Rao Mangina,ab   Surisetti Suresh,c   Pallepogu Raghavaiah§d  and  Galla V. Karunakar*ab  

* Corresponding authors

a Crop Protection Chemicals Division, CSIR-Indian Institute of Chemical Technology, Hyderabad, India
E-mail: gallavk@iict.res.in

b Academy of Scientific and Innovative Research, New Delhi, India

c Organic and Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad, India

d School of Chemistry, University of Hyderabad, Hyderabad, India

Abstract

A gold(I) catalysed reaction between N-propargylic β-enaminones and arynes was developed to access 3-methylene-1-pyrrolines. The title compounds were obtained in 57–78% yields. This reaction is useful for the generation of substituted 1-pyrrolines exhibiting significant molecular complexity.

Graphical abstract: Gold-catalysed cyclisation of N-propargylic β-enaminones to form 3-methylene-1-pyrroline derivatives

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Article information

DOI
https://doi.org/10.1039/C3OB42513D
Article type
Communication
Submitted
16 Dec 2013
Accepted
13 Feb 2014
First published
13 Feb 2014

Org. Biomol. Chem., 2014,12, 2869-2873

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Gold-catalysed cyclisation of N-propargylic β-enaminones to form 3-methylene-1-pyrroline derivatives

K. Goutham, N. S. V. M. R. Mangina, S. Suresh, P. Raghavaiah and G. V. Karunakar, Org. Biomol. Chem., 2014, 12, 2869 DOI: 10.1039/C3OB42513D

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