4.7 Article

Ruthenium Pincer Complex Catalyzed Selective Synthesis of C-3 Alkylated Indoles and Bisindolylmethanes Directly from Indoles and Alcohols

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 362, Issue 14, Pages 2902-2910

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202000326

Keywords

Ruthenium; homogeneous catalysis; tridentate ligands; alkylation; borrowing hydrogen; indole

Funding

  1. SERB, DST [ECR/2016/000108]
  2. DST-INSPIRE [IFA-14-CH-143]
  3. Department of Chemistry, IIT-Guwahati
  4. CIF

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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.

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