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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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 |
|---|---|
| Related URLs: | |
| Keywords: | alpha,beta-unsaturated ketones, reagents, transmetalation, enones |
| Subjects: | Q Science Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| Item ID: | 19939 |
| Date Deposited: | 17 Feb 2006 |
| Last Modified: | 01 Jun 2011 06:14 |
| Contributors: | Daia, D. E. (Author) Gabbutt, C. D. (Author) Heron, B. M. (Author) Hepworth, J. D. (Author) Hursthouse, M. B. (Author) Malik, K. M. A. (Author) |
| Date: | 10 February 2003 |
| Status: | Published |
| URI: | http://eprints.soton.ac.uk/id/eprint/19939 |
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