Highly Chemoselective Synthesis of Indole Derivatives

Abstract

A facile and efficient synthesis of polysubstituted indoles from α‐arylamino‐β‐hydroxy‐2‐enamides, α‐arylamino‐β‐oxo‐amides, or their tautomeric mixture via electrophilic activation strategy is described. The salient feature of this methodology is the use of either combined Hendrickson reagent and triflic anhydride (Tf2O) or triflic acid (TfOH) to control the chemoselectivity in the intramolecular cyclodehydration to provide a predictable approach to these valuable indoles with flexible substituent patterns. Moreover, the mild reaction conditions, simple execution, high chemoselectivity, excellent yields, and wide range of synthetic potential of products make this protocol much attractive for academic research and practical applications.

Document Details

Document Type
Pub Defense Publication
Publication Date
Mar 31, 2023
Source ID
10.1002/chem.202300191

Entities

People

  • Chitturi Bhujanga Rao
  • Dewen Dong
  • Jiacheng Li
  • Rui Zhang
  • Xuebei Ye
  • Yu Wang

Organizations

  • Changchun Institute of Applied Chemistry
  • Intelligence Community Postdoctoral Research Fellowship Program
  • Jilin Province Science and Technology Department
  • Philippine Council for Industry, Energy, and Emerging Technology Research and Development
  • University of Science and Technology of China
  • Youth Innovation Promotion Association

Tags

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Theoretical Analysis.