Ag(I)-Catalyzed Domino Cyclization-Addition Sequence with Simultaneous Carbonyl and Alkyne Activation as a Route to 2,2 '-Disubstituted Bisindolylarylmethanes

作者:Karmakar Swastik*; Das Prasanta; Ray Debjyoti; Ghosh Subhankar; Chattopadhyay Shital K*
来源:Organic Letters, 2016, 18(20): 5200-5203.
DOI:10.1021/acs.orglett.6b02321

摘要

An efficient synthesis of symmetrical 3, 3'-bisindolylarylmethanes with various substituents on the indole moiety has been developed by Ag(I)-catalyzed cycloisomerization and an deoxygenative addition sequence on o-alkynylanilines and aryl aldehydes. Ag(I) is proposed to activate alkyne unit and carbonyl moiety simultaneously leading to a domino first 5-endo-dig indole annulation, addition to C = O, second indole annulation, and its dehydroxylative addition.

  • 出版日期2016-10-21