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

Daia, Dan E; Gabbutt, Christopher D.; Heron, B. Mark; Hepworth, John D; Hursthouse, Michael B; Malik, K.M.Abdul

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

Daia, Dan E, Gabbutt, Christopher D., Heron, B. Mark, Hepworth, John D, Hursthouse, Michael B and Malik, K.M.Abdul (2003) Conjugate additions of lithium dialkynylcuprates [(RCC)2CuLi] 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. ISSN 0040-4039

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Abstract

Lithium dialkynylcuprates [(RCC)2CuLi], 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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URI:

https://eprints.hud.ac.uk/id/eprint/15045

Title:

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

Creators:

Daia, Dan E, Gabbutt, Christopher D., Heron, B. Mark, Hepworth, John D, Hursthouse, Michael B and Malik, K.M.Abdul

Identification Number:

10.1016/S0040-4039(02)02857-5

Official URL:

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

Date:

February 2003

Subjects:

Q Science > Q Science (General)
Q Science > QD Chemistry

Schools:

School of Applied Sciences