N-indolyltriethylborate: A useful reagent for synthesis of C3-quaternary indolenines
N-Indolyltriethylborate was found to be a useful reagent for dearomatizing C3-alkylation of 3-substituted indoles with both activated and nonactivated alkyl halides to give C3-quaternary indolenines, pyrroloindolines, furoindoline, and hexahydropyridoindoline under mild reaction conditions. The utility of these reagents was demonstrated in the syntheses of a pyrroloindoline-4- cholestene hybrid and debromoflustramine B.
Lin, Aijun,Yang, Jiong,Hashim, Mohamed
supporting information
p. 1950 - 1953
(2013/06/04)
Palladium-catalyzed decarboxylative allylation and benzylation of N-alloc and N-Cbz indoles
A set of general methods for the palladium-catalyzed decarboxylative C3-allylation and C3-benzylation of indoles, starting from the corresponding N-alloc and N-Cbz indoles, respectively, is reported. This chemistry provides ready access to a wide range of
Montgomery, Thomas D.,Zhu, Ye,Kagawa, Natsuko,Rawal, Viresh H.
supporting information
p. 1140 - 1143
(2013/03/29)
Palladium catalyzed decarboxylative rearrangement of N-alloc indoles
A highly efficient palladium catalyzed decarboxylative allylic rearrangement of alloc indoles has been developed. This can also be combined with a Suzuki-Miyaura cross-coupling reaction in a single pot transformation. Substituted alloc groups and benzylic variants have also been demonstrated alongside promising initial results on the enantioselective variant.
Chen, Jun,Cook, Matthew J.
supporting information
p. 1088 - 1091
(2013/04/10)
Palladium-catalyzed C3-benzylation of indoles
A general method for regioselective C3-benzylation of indoles has been developed. Various 3-substituted indoles and benzyl methyl carbonates with different electronic properties react under mild conditions to afford a diverse range of 3-benzylindolenine products in good yields.
Zhu, Ye,Rawal, Viresh H.
supporting information; experimental part
p. 111 - 114
(2012/03/07)
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