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Microwave assisted free radical cyclisation of alkenyl and alkynyl isocyanides with thiols

Microwave assisted free radical cyclisation of alkenyl and alkynyl isocyanides with thiols
Microwave assisted free radical cyclisation of alkenyl and alkynyl isocyanides with thiols
Alkenyl and alkynyl isocyanides were synthesised and then reacted, using microwave flash-heating technology, with thiophenol, 2-mercaptoethanol and ethanethiol, in the presence of a radical initiator, to give highly functionalised pyrrolines and pyroglutamates. Direct comparison with results obtained using traditional heating techniques showed the advantage of using the microwave technology in terms of faster reactions and better yields.
cyclization
0040-4039
1347-1349
Lamberto, M.
16196442-c0c6-45e8-81e9-6fbe2682831b
Corbett, D. F.
190a157e-fbea-4f98-9885-7f81ffa1b3eb
Kilburn, J. D.
c02957da-baca-4138-961a-a85170d11dd8
Lamberto, M.
16196442-c0c6-45e8-81e9-6fbe2682831b
Corbett, D. F.
190a157e-fbea-4f98-9885-7f81ffa1b3eb
Kilburn, J. D.
c02957da-baca-4138-961a-a85170d11dd8

Lamberto, M., Corbett, D. F. and Kilburn, J. D. (2003) Microwave assisted free radical cyclisation of alkenyl and alkynyl isocyanides with thiols. Tetrahedron Letters, 44 (7), 1347-1349. (doi:10.1016/S0040-4039(02)02888-5).

Record type: Article

Abstract

Alkenyl and alkynyl isocyanides were synthesised and then reacted, using microwave flash-heating technology, with thiophenol, 2-mercaptoethanol and ethanethiol, in the presence of a radical initiator, to give highly functionalised pyrrolines and pyroglutamates. Direct comparison with results obtained using traditional heating techniques showed the advantage of using the microwave technology in terms of faster reactions and better yields.

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More information

Published date: 10 February 2003
Keywords: cyclization
Organisations: Chemistry

Identifiers

Local EPrints ID: 20005
URI: http://eprints.soton.ac.uk/id/eprint/20005
ISSN: 0040-4039
PURE UUID: 409180a4-8a91-4497-a2d6-420858a7ecab

Catalogue record

Date deposited: 20 Feb 2006
Last modified: 15 Mar 2024 06:21

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Contributors

Author: M. Lamberto
Author: D. F. Corbett
Author: J. D. Kilburn

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