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- Title
Palladium-Catalyzed Desulfurative Carbocyclizations of α-(3-Butenoyl) Ketene Dithioacetals in the Presence of Silanes.
- Authors
Liu, Bangyu; Chang, Jian; Zheng, Gang; Song, Xiaoning; Wang, Mang
- Abstract
A combination of palladium and silane has been well used for the catalytic desulfurative cross-coupling reactions under neutral conditions. Catalyzed by 10 mol-% of bis(triphenylphosphine) palladium(II) dichloride in dimethylformamide in the presence of 2 equiv. of triphenylsilane, the carbocyclizations of α-(3-butenoyl) ketene dithioacetals took place smoothly leading to 2-cyclopentenones in high yields. Thus, a new Heck-type cyclization based on C-S bond cleavage for the synthesis of spiro compounds by using silanes as the desulfurative agents has been established.
- Subjects
PALLADIUM catalysts; SILANE compounds; DESULFURIZATION; COUPLING reactions (Chemistry); KETENES
- Publication
European Journal of Organic Chemistry, 2015, Vol 2015, Issue 21, p4611
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201500453