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- Title
Tunable Cascade Reactions of Alkynols with Alkynes under Combined Sc(OTf)<sub>3</sub> and Rhodium Catalysis.
- Authors
Li, Deng Yuan; Chen, Hao Jie; Liu, Pei Nian
- Abstract
Two tunable cascade reactions of alkynols and alkynes have been developed by combining Sc(OTf)3 and rhodium catalysis. In the absence of H2O, an endo-cycloisomerization/C–H activation cascade reaction provided 2,3-dihydronaphtho[1,2-b]furans in good to high yields. In the presence of H2O, the product of alkynol hydration underwent an addition/C–H activation cascade reaction with an alkyne, which led to the formation of 4,5-dihydro-3H-spiro[furan-2,1′-isochromene] derivatives in good yields under mild reaction conditions. Mechanistic studies of the cascade reactions indicated that the rate-determining step involves C–H bond cleavage and that the hydration of the alkynol plays a key role in switching between the two reaction pathways.
- Subjects
ALKYNES; YNOLS; RHODIUM; CATALYSIS; PLATINUM group
- Publication
Angewandte Chemie, 2016, Vol 128, Issue 1, p381
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/anie.201508914