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Synthesis of 2-oxazolines mediated by N,N?-diisopropylcarbodiimide

Synthesis of 2-oxazolines mediated by N,N?-diisopropylcarbodiimide
Synthesis of 2-oxazolines mediated by N,N?-diisopropylcarbodiimide
N-(?-Hydroxy)amides can be cyclised by reaction with diisopropylcarbodiimide (DIC) to give the corresponding 2-oxazolines in high yields. The reaction requires only very mild Lewis-acid catalysis (5 mol % Cu(OTf)2) and can be accomplished with simple heating, or in very short reaction times under microwave irradiation.
2-oxazoline, isourea, lewis acid, microwave irradiation, carbodiimide, asymmetric-synthesis, carboxylic-acids, oxazolines, alcohols, conversion, inhibitors, thiazolines, derivatives, release
0040-4039
9611-9615
Crosignani, Stefano
aaa5cc3f-0b82-4d33-af01-59115c8bdff5
Young, Abigail C.
f1cf45a9-df2f-49e2-acbb-2ea69f40bbab
Linclau, Bruno
19b9cacd-b8e8-4c65-af36-6352cade84ba
Crosignani, Stefano
aaa5cc3f-0b82-4d33-af01-59115c8bdff5
Young, Abigail C.
f1cf45a9-df2f-49e2-acbb-2ea69f40bbab
Linclau, Bruno
19b9cacd-b8e8-4c65-af36-6352cade84ba

Crosignani, Stefano, Young, Abigail C. and Linclau, Bruno (2004) Synthesis of 2-oxazolines mediated by N,N?-diisopropylcarbodiimide. Tetrahedron Letters, 45 (52), 9611-9615. (doi:10.1016/j.tetlet.2004.10.143).

Record type: Article

Abstract

N-(?-Hydroxy)amides can be cyclised by reaction with diisopropylcarbodiimide (DIC) to give the corresponding 2-oxazolines in high yields. The reaction requires only very mild Lewis-acid catalysis (5 mol % Cu(OTf)2) and can be accomplished with simple heating, or in very short reaction times under microwave irradiation.

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More information

Published date: 20 December 2004
Keywords: 2-oxazoline, isourea, lewis acid, microwave irradiation, carbodiimide, asymmetric-synthesis, carboxylic-acids, oxazolines, alcohols, conversion, inhibitors, thiazolines, derivatives, release

Identifiers

Local EPrints ID: 20769
URI: https://eprints.soton.ac.uk/id/eprint/20769
ISSN: 0040-4039
PURE UUID: d7f3f4a8-c78b-4b09-855a-cc2ca536cfd7
ORCID for Bruno Linclau: ORCID iD orcid.org/0000-0001-8762-0170

Catalogue record

Date deposited: 03 Mar 2006
Last modified: 06 Jun 2018 12:52

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