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Dr. Rosana Álvarez Claudio Martínez Youssef Madich J. Gabriel Denis Dr. José M. Aurrecoechea Prof. Dr. Ángel R. de Lera 《Chemistry (Weinheim an der Bergstrasse, Germany)》2010,16(42):12746-12753
Structurally diverse C3‐alkenylbenzofurans, C3‐alkenylindoles, and C4‐alkenylisoquinolones are efficiently prepared by using consecutive Sonogashira and cascade Pd‐catalyzed heterocyclization/oxidative Heck couplings from readily available ortho‐iodosubstituted phenol, aniline, and benzamide substrates, alkynes, and functionalized olefins. The cyclization of O‐ and N‐heteronucleophiles follows regioselective 5‐endo‐dig‐ or 6‐endo‐dig‐cyclization modes, whereas the subsequent Heck‐type coupling with both mono‐ and disubstituted olefins takes place stereoselectively with exclusive formation of the E isomers in most cases. 相似文献
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Prof. Chao Zheng, Prof. Shu‐Li You, Ping Yang and Dr. Ren‐Qi Xu (from left to right) 相似文献
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The chemoselectivity in the palladium‐catalyzed intramolecular cyclization of 2‐(o‐bromoaryl)‐alkenenitriles depends on the nature of α‐substitutents. 2‐(o‐Bromoanilino)alkenenitriles attacked the cyano group, followed by the cyano group transposition and hydrolysis, to give o‐(methylamino)benzonitrile. 2‐(o‐Bromobenzyl)alkenenitriles, 2‐(o‐bromophenylthio)alkenenitriles and 2‐(o‐bromophenoxy)‐alkenenitriles attacked the olefinic double bonds and led to l‐vinyl‐2‐indancecarbonitrile, 1,2,3,4‐tetrahydronaphthalene‐2‐carbonitriles, 3,4‐dihydro‐2H‐benzo[b]thiine‐2‐carbonitriles, and 3,4‐dihydro‐2H‐benzo[b]oxine‐2‐carbonitriles. A general mechanism for the palladium‐catalyzed arylations is proposed. 相似文献