Rh( <scp>ii</scp> )-catalyzed synthesis of furo[2,3- <i>b</i> ]indoles from 3-diazooxindoles and electron-rich arylacetylenes

We report a Rh(II)-catalyzed synthesis of aromatic furo[2,3-<i>b</i>]indoles <i>via</i> cyclopropenation of 3-diazooxindoles with arylacetylenes, followed by <i>in situ</i> rearrangement. A unique aspect of this transformation is the unprecedented activation of the otherwise inert C-2 oxygen atom of the diazooxindole moiety, providing a mild and efficient route to pharmaceutically relevant furoindole scaffolds.

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Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc04468e
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Rh( ii )-catalyzed synthesis of furo[2,3- b ]indoles from 3-diazooxindoles and electron-rich arylacetylenes

Jyotirmayee Dash, Sandip Maiti, Charles Patriot Roy, Syed Ramizul Kabir
Chemical Communications
Catalytic C–H Functionalization Methods
article

Rh( ii )-catalyzed synthesis of furo[2,3- b ]indoles from 3-diazooxindoles and electron-rich arylacetylenes

Jyotirmayee Dash, Sandip Maiti, Charles Patriot Roy, Syed Ramizul Kabir
article en

Abstract

We report a Rh(II)-catalyzed synthesis of aromatic furo[2,3-<i>b</i>]indoles <i>via</i> cyclopropenation of 3-diazooxindoles with arylacetylenes, followed by <i>in situ</i> rearrangement. A unique aspect of this transformation is the unprecedented activation of the otherwise inert C-2 oxygen atom of the diazooxindole moiety, providing a mild and efficient route to pharmaceutically relevant furoindole scaffolds.

Chemical CommunicationsVol. 61(94)
Indian Association for the Cultivation of Science (IN)
Openalex Percentile: Top 79%
Catalytic C–H Functionalization Methods
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Rh( <scp>ii</scp> )-catalyzed synthesis of furo[2,3- <i>b</i> ]indoles from 3-diazooxindoles and electron-rich arylacetylenes — Jyotirmayee Dash, Sandip Maiti, et al. · Chemical Communications (2025) | TGRS Research Map | TGRS