文献类型：期刊文献

英文题名：Tunable Cascade Reactions of Alkynols with Alkynes under Combined Sc(OTf)3 and Rhodium Catalysis

作者：Li, Deng Yuan[1,2];Chen, Hao Jie[1,2];Liu, Pei Nian[1,2]

机构：[1]E China Univ Sci & Technol, Shanghai Key Lab Funct Mat Chem, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

年份：2016

卷号：55

期号：1

起止页码：373

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20155001659015);WOS:【SCI-EXPANDED(收录号:WOS:000368065300055)，CCR-EXPANDED(收录号:WOS:000368065300055)】；

基金：We greatly appreciate the insightful comments from a reviewer in helping us to clarify the mechanism. This research was supported by the NSFC/China (Project Nos. 21421004, 21190033, 21172069, and 21372072), the NCET (NCET-13-0798), the Basic Research Program of the Shanghai Committee of Science and Technology (Project No. 13M1400802), the Eastern Scholar Distinguished Professor Program, and the Fundamental Research Funds for the Central Universities.

语种：英文

外文关键词：alkynes; alkynols; cascade reactions; C-H activation; homogeneous catalysis

摘要：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-3 H-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.