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Ruthenium Pincer Complex Catalyzed Selective Synthesis of C‐3 Alkylated Indoles and Bisindolylmethanes Directly from Indoles and Alcohols
Author(s) -
Biswas Nandita,
Sharma Rahul,
Srimani Dipankar
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.202000326
Subject(s) - chemistry , alkylation , catalysis , pincer movement , indole test , ruthenium , alcohol , tryptamine , primary (astronomy) , organic chemistry , combinatorial chemistry , biochemistry , physics , astronomy
Herein, we presented Ru‐SNS complex that serves as a useful catalyst for C‐3 alkylation of 1H‐indoles with various aliphatic primary and secondary alcohols including cyclic alcohols as well as benzylic alcohols. The selective synthesis of bisindolylmethane derivatives is also achieved from the same set of indole and alcohol just by altering the reaction parameters. Furthermore, the sustainable synthesis of C‐3 alkylated indoles directly from 2‐(2‐nitrophenyl)ethan‐1‐ol and alcohols catalysed by a Ru‐complex via “borrowing hydrogen” strategy is reported. This protocol provides an atom‐economical sustainable route to access structurally important compounds like arundine, vibrindole A and tryptamine based derivatives.