TY - JOUR
T1 - Rh(II)/Ag(I)-Cocatalyzed Three-Component Reaction via SN1/SN1′-Type Trapping of Oxonium Ylide with the Nicholas Intermediate
AU - Kang, Zhenghui
AU - Shou, Jiayi
AU - Xing, Dong
AU - Hu, Wenhao
N1 - Publisher Copyright:
Copyright © 2020 American Chemical Society.
PY - 2020/8/7
Y1 - 2020/8/7
N2 - A Rh(II)/Ag(I)-cocatalyzed three-component reaction of propargylic alcohol-Co2(CO)6 complexes with diazo compounds and benzyl alcohols is described, which represents the first trapping process of oxonium ylides with carbocations via the SN1/SN1′-type pathway. This transformation provides an efficient approach for construction of dicobalt hexacarbonyl-complexed 3,3-disubstituted oxindoles. Further derivatization of the product, initiated by the deprivation of the dicobalt species, gives the 3,3-disubstituted oxindoles with the ene alkynyl group and the privileged spirooxindole-vinyldihydropyran structure.
AB - A Rh(II)/Ag(I)-cocatalyzed three-component reaction of propargylic alcohol-Co2(CO)6 complexes with diazo compounds and benzyl alcohols is described, which represents the first trapping process of oxonium ylides with carbocations via the SN1/SN1′-type pathway. This transformation provides an efficient approach for construction of dicobalt hexacarbonyl-complexed 3,3-disubstituted oxindoles. Further derivatization of the product, initiated by the deprivation of the dicobalt species, gives the 3,3-disubstituted oxindoles with the ene alkynyl group and the privileged spirooxindole-vinyldihydropyran structure.
UR - https://www.scopus.com/pages/publications/85091451984
U2 - 10.1021/acs.joc.0c01162
DO - 10.1021/acs.joc.0c01162
M3 - 文章
AN - SCOPUS:85091451984
SN - 0022-3263
VL - 85
SP - 9850
EP - 9862
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 15
ER -