A mild and convenient synthesis of 4-tosyl-4,5-dihydrooxazoles
A mild and convenient synthesis of 4-tosyl-4,5-dihydrooxazoles
A facile and mild synthesis of 4-tosyl-4,5-dihydrooxazoles is described. The reaction between tosyl methyl isocyanide (TosMIC) and cinnamic or aromatic aldehydes is catalyzed by triethylamine, affording trans-5-styryl- or 5-aryl-4- tosyl-4,5-dihydrooxazoles in quantitative yields without further purification. The mild reaction conditions allowed for the first time the use of cinnamaldehyde derivatives with excellent results.
TosMIC, catalytic reaction, ?, ?-unsaturated aldehydes, oxazolines, 4, 5-dihydrooxazoles
293-296
Companyo, Xavier
446791db-6e0a-40f9-9f20-3a8e8af9803c
Moyano, Albert
07f92405-40f4-4fc4-97b3-9bd5c9c14baa
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
1 June 2009
Companyo, Xavier
446791db-6e0a-40f9-9f20-3a8e8af9803c
Moyano, Albert
07f92405-40f4-4fc4-97b3-9bd5c9c14baa
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Companyo, Xavier, Moyano, Albert and Rios, Ramon
(2009)
A mild and convenient synthesis of 4-tosyl-4,5-dihydrooxazoles.
Letters in Organic Chemistry, 6 (4), .
Abstract
A facile and mild synthesis of 4-tosyl-4,5-dihydrooxazoles is described. The reaction between tosyl methyl isocyanide (TosMIC) and cinnamic or aromatic aldehydes is catalyzed by triethylamine, affording trans-5-styryl- or 5-aryl-4- tosyl-4,5-dihydrooxazoles in quantitative yields without further purification. The mild reaction conditions allowed for the first time the use of cinnamaldehyde derivatives with excellent results.
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Published date: 1 June 2009
Keywords:
TosMIC, catalytic reaction, ?, ?-unsaturated aldehydes, oxazolines, 4, 5-dihydrooxazoles
Organisations:
Chemistry
Identifiers
Local EPrints ID: 347723
URI: http://eprints.soton.ac.uk/id/eprint/347723
ISSN: 1570-1786
PURE UUID: 5d0656c8-b66d-480b-8374-5e72d1326ce3
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Date deposited: 29 Jan 2013 13:01
Last modified: 09 Jan 2022 03:40
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Contributors
Author:
Xavier Companyo
Author:
Albert Moyano
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