期刊
ORGANIC LETTERS
卷 20, 期 22, 页码 7131-7136出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03082
关键词
-
资金
- Thousand Youth Talents Plan, NSFC [21672145, 21572163]
- Shuguang program from Shanghai Education Development Foundation [16SG10]
- Shanghai Municipal Education Commission
- Science and Technology Commission of Shanghai Municipality [17JC1403700]
A Rh(III)-catalyzed cascade [3 + 2] annulation of N-phenoxyacetamides with propiolates under mild conditions using the internal oxidative O-N bond as the directing group has been achieved. This catalytic system provides a regio- and stereoselective access to benzofuran-2(3H)-ones bearing exocyclic enamino motifs with exclusive Z configuration selectivity, acceptable to good yields and good functional group compatibility. Mechanistic investigations by experimental and density functional theory studies suggest that a consecutive process of C-H functionalization/isomerization/lactonization is likely to be involved in the reaction.
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