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 AA 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.
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