Domino Process in Silver-Catalyzed Reactions of N-Arylformimidates and Active Methylene Compounds Involving Cycloisomerization and 1,3-Alkenyl Shift

Oh, Chang Ho; Karmakar, Swastik; Park, HyoSeung; Ahn, YoungCheon; Kim, Jung Wook

doi:10.1021/ja9106226

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Domino Process in Silver-Catalyzed Reactions of N-Arylformimidates and Active Methylene Compounds Involving Cycloisomerization and 1,3-Alkenyl Shift

Oh, Chang Ho;
Karmakar, Swastik;
Park, HyoSeung;
Ahn, YoungCheon;
Kim, Jung Wook

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WEB OF SCIENCE

64

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SCOPUS

70

초록

We have developed an efficient method for the synthesis of 2,3-disubstituted indoles from alkyne iminoethers I that employs a domino process involving Ag-catalyzed condensation followed by a tandem Ag-induced cycloisomerization and 1,3-alkenyl shift to Ag-activated carbon. This methodology can be useful in regioselectively constructing 3-alkylated indoles. which are part of the structures of biologically active compounds and important alkaloids.

키워드

CONTAINING AZOMETHINE YLIDES; O-ALKYNYLTRIFLUOROACETANILIDES; BIMETALLIC CATALYST; AMINATION REACTIONS; EFFICIENT SYNTHESIS; INDOLES; CYCLIZATION; GOLD; INHIBITORS; ALKALOIDS

제목: Domino Process in Silver-Catalyzed Reactions of N-Arylformimidates and Active Methylene Compounds Involving Cycloisomerization and 1,3-Alkenyl Shift

저자: Oh, Chang Ho; Karmakar, Swastik; Park, HyoSeung; Ahn, YoungCheon; Kim, Jung Wook

DOI: 10.1021/ja9106226

발행일: 2010-02

유형: Article

저널명: Journal of the American Chemical Society

권: 132

호: 6

페이지: 1792 ~ 1793