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Conjugate additions of lithium dialkynylcuprates (RC C)(2)CuLi to activated chromones. Unexpected formation of the 6H-bis 1 benzopyrano 2,3-b : 3',4'-e pyridine system

Daia, D. E., Gabbutt, C. D., Heron, B. M., Hepworth, J. D., Hursthouse, M. B. and Malik, K. M. A. (2003) Conjugate additions of lithium dialkynylcuprates (RC C)(2)CuLi to activated chromones. Unexpected formation of the 6H-bis 1 benzopyrano 2,3-b : 3',4'-e pyridine system Tetrahedron Letters, 44, (7), pp. 1461-1464. (doi:10.1016/S0040-4039(02)02857-5).

Record type: Article

Abstract

Lithium dialkynylcuprates [(RCequivalent toC)(2)CuLi], 1a-d, are easily generated and undergo conjugate additions to activated chromones giving 2-alkynylchroman-4-ones 4a-d, 13, 15c,d and 5, however, 1,4-additions to 3 proceed anomalously to give the eneynonitriles 6a-b and the bisbenzopyranopyridine 7.

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Published date: 10 February 2003
Keywords: alpha, beta-unsaturated ketones, reagents, transmetalation, enones

Identifiers

Local EPrints ID: 19939
URI: http://eprints.soton.ac.uk/id/eprint/19939
ISSN: 0040-4039
PURE UUID: 8dd4f0ce-b7fa-4de0-82b8-99432247962b

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Date deposited: 17 Feb 2006
Last modified: 17 Jul 2017 16:30

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Contributors

Author: D. E. Daia
Author: C. D. Gabbutt
Author: B. M. Heron
Author: J. D. Hepworth
Author: K. M. A. Malik

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