Issue 9, 1993

One-step synthesis of 2,3-dihydronaphtho[2,3-b]thiophene-4,9-diones by a new regioselective [3 + 2] photoaddition of photogenerated 2-mercapto-1,4-naphthoquinone with alkenes

Abstract

2,3-Dihydronaphtho[2,3-b]thiophene-4,9-diones are formed in one-step reactions in 6–41 % yields by an unprecedented regioselective (3 + 2] photoaddition of 2-mercapto-1,4-naphthoquinone, generated by the photochemical decarbonylation of 5-hydroxynaphth[2,1-d]-1,3-oxathiol-2-one, with alkenes.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1993, 807-809

One-step synthesis of 2,3-dihydronaphtho[2,3-b]thiophene-4,9-diones by a new regioselective [3 + 2] photoaddition of photogenerated 2-mercapto-1,4-naphthoquinone with alkenes

H. Suginome, K. Kobayashi, A. Konishi, H. Minakawa and H. Sakurai, J. Chem. Soc., Chem. Commun., 1993, 807 DOI: 10.1039/C39930000807

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