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), 1461-1464. (doi:10.1016/S0040-4039(02)02857-5)

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Official URL: http://dx.doi.org/10.1016/S0040-4039(02)02857-5

Description/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.

Item Type:Article
Uncontrolled Keywords:alpha,beta-unsaturated ketones, reagents, transmetalation, enones
Related URLs:http://dx.doi.org/10.1016/S004...02)02857-5
Subjects:Q Science
Q Science > QD Chemistry
Divisions:University Structure - Pre August 2011 > School of Chemistry
ePrint ID:19939
URI:http://eprints.soton.ac.uk/id/eprint/19939
Deposited On:17 Feb 2006
Last Modified:01 Jun 2011 07:14

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