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Catalyst-Free Synthesis of Polycyclic Spiroindolines by Cascade Reaction of 3-(2-Isocyanoethyl)indoles with 1-Sulfonyl-1,2,3-triazoles. | LitMetric

Catalyst-Free Synthesis of Polycyclic Spiroindolines by Cascade Reaction of 3-(2-Isocyanoethyl)indoles with 1-Sulfonyl-1,2,3-triazoles.

J Org Chem

School of Chemistry and Chemical Engineering, Key Laboratory of Surface & Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Hangzhou 310018, China.

Published: July 2023

AI Article Synopsis

  • A new method was developed that allows for the reaction of 3-(2-isocyanoethyl)indoles with 1-sulfonyl-1,2,3-triazoles without the need for a catalyst.
  • This process, called dearomative spirocyclization, efficiently creates polycyclic indolines that contain a spiro-α-carboline structure.
  • The reaction takes place in a single step through thermal conditions, yielding the desired compounds in moderate to high amounts.

Article Abstract

A catalyst-free cascade reaction of 3-(2-isocyanoethyl)indoles and 1-sulfonyl-1,2,3-triazoles was realized. This dearomative spirocyclization provided an efficient protocol to synthesize a series of polycyclic indolines bearing spiro-α-carboline in moderate to high yields in one step under thermal reaction conditions.

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Source
http://dx.doi.org/10.1021/acs.joc.3c00800DOI Listing

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