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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Synthesis of 5-Phenyl 2-Functionalized Pyrroles by Amino Heck and Tandem Amino Heck Carbonylation Reactions

Shazia Zaman A B D , Mitsuru Kitamura B C and Andrew D. Abell A
+ Author Affiliations
- Author Affiliations

A Department of Chemistry, University of Canterbury, Private Bag 4800, Christchurch, New Zealand.

B Department of Chemistry, Graduate School of Science, 7-3-1 Hongo, Bunkyo-Ku Tokyo 113-0033, Japan.

C Department of Applied Chemistry, Kyushu Institute of Technology, 1-1 Sensui-cho, Tobata-ku, Kitakyushu 804-8550, Japan.

D Corresponding author. Email: shazia.zaman@canterbury.ac.nz

Australian Journal of Chemistry 60(8) 624-626 https://doi.org/10.1071/CH07132
Submitted: 30 April 2007  Accepted: 20 June 2007   Published: 9 August 2007

Abstract

2-Methyl-, 2-(methoxycarbonyl)methyl-, and 2,2-[(ethoxycarbonyl)(methoxycarbonyl)]methyl-5-phenylpyrroles are prepared from the corresponding 3-butynyl and 4-(methoxycarbonyl)-3-butynyl phenyl ketone O-pentafluorobenzoyl oximes by amino Heck cyclization and tandem amino Heck carbonylation, respectively.


Acknowledgments

The authors acknowledge support from Professor Koichi Narasaka at the University of Tokyo, Japan, and Dr Owen Curnow at the University of Canterbury, Christchurch, New Zealand.


References


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