TY - JOUR
T1 - 2-Hydroxyindoline-3-triethylammonium Bromide
T2 - A Reagent for Formal C3-Electrophilic Reactions of Indoles
AU - Abe, Takumi
AU - Suzuki, Takuro
AU - Anada, Masahiro
AU - Matsunaga, Shigeki
AU - Yamada, Koji
N1 - Publisher Copyright:
© 2017 American Chemical Society.
PY - 2017/8/18
Y1 - 2017/8/18
N2 - A novel indole-2,3-epoxide equivalent, 2-hydroxyindoline-3-triethylammonium bromide, was found to be a convenient reagent for formal C3-electrophilic reactions of indoles with various nucleophiles. By taking advantage of the nucleophilic character of the oxygen of the 2-hydroxyindoline, the interrupted retro-Claisen and interrupted Feist-Bénary reactions with 1,3-dicarbonyl compounds were efficiently achieved.
AB - A novel indole-2,3-epoxide equivalent, 2-hydroxyindoline-3-triethylammonium bromide, was found to be a convenient reagent for formal C3-electrophilic reactions of indoles with various nucleophiles. By taking advantage of the nucleophilic character of the oxygen of the 2-hydroxyindoline, the interrupted retro-Claisen and interrupted Feist-Bénary reactions with 1,3-dicarbonyl compounds were efficiently achieved.
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U2 - 10.1021/acs.orglett.7b01940
DO - 10.1021/acs.orglett.7b01940
M3 - Article
C2 - 28762744
AN - SCOPUS:85027544574
SN - 1523-7060
VL - 19
SP - 4275
EP - 4278
JO - Organic Letters
JF - Organic Letters
IS - 16
ER -