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Synthesis of Unsymmetrical Bisindolylmethanes by Reaction of Indolylmagnesium Bromides with Sulfonyl Indoles
Author(s) -
Yuan Lixia,
Palmieri Alessandro,
Petrini Marino
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201901357
Subject(s) - chemistry , sulfonyl , reagent , indole test , nucleophile , adduct , yield (engineering) , reaction conditions , combinatorial chemistry , substrate (aquarium) , organic chemistry , catalysis , alkyl , materials science , oceanography , metallurgy , geology
Sulfonyl indoles are widely recognized as alkylideneindolenine precursors amenable to provide functionalized indole derivatives upon reaction with nucleophiles. In this paper reaction of sulfonyl indoles with indolylmagnesium bromides is used to access unsymmetrical bisindolylmethanes. The target compounds are obtained in satisfactory yields starting from a wide range of substrate/reagent combinations. The utilization of pyrrolylmagnesium bromides for the same reaction also affords the expected adducts albeit in moderate yield.