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Palladium-catalysed synthesis of amidines and imidates

Palladium-catalysed synthesis of amidines and imidates
Palladium-catalysed synthesis of amidines and imidates

A novel palladium-catalysed three-component synthesis of alkenyl amidines and imidates from alkenyl bromides, isonitriles and amines or alcohols was developed. The amidine synthesis utilised CS2CO3 as the base and was limited to tert-buiyl isonitrile. In the imidate synthesis NaO'Bu was the base and different isonitriles were successfully utilised. The stereochemistry of the group in alkenyl bromide was retained in the product. The stereochemistry of the imine double bond in two of the amidines was shown to be the thermodynamically more stable (^-isomer by X- ray crystallography.

University of Southampton
Tetala, Kali Kishore Reddy
4c628ebc-0212-4ba4-821f-aa08ccdbe66a
Tetala, Kali Kishore Reddy
4c628ebc-0212-4ba4-821f-aa08ccdbe66a

Tetala, Kali Kishore Reddy (2004) Palladium-catalysed synthesis of amidines and imidates. University of Southampton, Doctoral Thesis.

Record type: Thesis (Doctoral)

Abstract

A novel palladium-catalysed three-component synthesis of alkenyl amidines and imidates from alkenyl bromides, isonitriles and amines or alcohols was developed. The amidine synthesis utilised CS2CO3 as the base and was limited to tert-buiyl isonitrile. In the imidate synthesis NaO'Bu was the base and different isonitriles were successfully utilised. The stereochemistry of the group in alkenyl bromide was retained in the product. The stereochemistry of the imine double bond in two of the amidines was shown to be the thermodynamically more stable (^-isomer by X- ray crystallography.

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Published date: 2004

Identifiers

Local EPrints ID: 465330
URI: http://eprints.soton.ac.uk/id/eprint/465330
PURE UUID: 11f42c29-bb5b-4285-9516-c53bdfb6c0d3

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Date deposited: 05 Jul 2022 00:38
Last modified: 16 Mar 2024 20:06

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Contributors

Author: Kali Kishore Reddy Tetala

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