46854-91-5Relevant articles and documents
One-pot, three-component Fischer indolisation-N-alkylation for rapid synthesis of 1,2,3-trisubstituted indoles
Hughes-Whiffing, Christopher A.,Perry, Alexis
supporting information, p. 627 - 634 (2021/02/06)
A one-pot, three-component protocol for the synthesis of 1,2,3-trisubstituted indoles has been developed, based upon a Fischer indolisation-indoleN-alkylation sequence. This procedure is very rapid (total reaction time under 30 minutes), operationally straightforward, generally high yielding and draws upon readily available building blocks (aryl hydrazines, ketones, alkyl halides) to generate densely substituted indole products. We have demonstrated the utility of this process in the synthesis of 23 indoles, benzoindoles and tetrahydrocarbazoles bearing varied and useful functionality.
N-indolyltriethylborate: A useful reagent for synthesis of C3-quaternary indolenines
Lin, Aijun,Yang, Jiong,Hashim, Mohamed
supporting information, p. 1950 - 1953 (2013/06/04)
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.
Palladium-catalyzed C3-benzylation of indoles
Zhu, Ye,Rawal, Viresh H.
supporting information; experimental part, p. 111 - 114 (2012/03/07)
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.