Rapid Access to Triarylmethanes (TRAMs) Enabled by Direct Electrolysis of Indolizines with Carbonyls

A fast, scalable, transition metal-free, electrochemical sp<sup>2</sup> geminal functionalization of carbonyls enabled by anodic oxidation of non-prefunctionalized chromone-fused indolizines to access the triarylmethanes (TRAMs) is disclosed for the first time. This momentary electrochemical approach features the use of readily available carbonyls, implantation of the C(sp<sup>3</sup>) center (well-known for dramatically improving biological active potency), a broad substrate scope, and excellent yields of TRAMs with fluorescence properties.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-08-15
DOI
https://doi.org/10.1021/acs.joc.4c01198
Citations
3
Primary Topic
Synthesis and Reactivity of Heterocycles
Type
article
Field-Weighted Citation Impact
0.75

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article

Rapid Access to Triarylmethanes (TRAMs) Enabled by Direct Electrolysis of Indolizines with Carbonyls

Pooja Kumari Jat, Satpal Singh Badsara
3 citations
The Journal of Organic Chemistry
Synthesis and Reactivity of Heterocycles
0.75
article

Rapid Access to Triarylmethanes (TRAMs) Enabled by Direct Electrolysis of Indolizines with Carbonyls

Pooja Kumari Jat, Satpal Singh Badsara
article en
3 citations

Abstract

A fast, scalable, transition metal-free, electrochemical sp<sup>2</sup> geminal functionalization of carbonyls enabled by anodic oxidation of non-prefunctionalized chromone-fused indolizines to access the triarylmethanes (TRAMs) is disclosed for the first time. This momentary electrochemical approach features the use of readily available carbonyls, implantation of the C(sp<sup>3</sup>) center (well-known for dramatically improving biological active potency), a broad substrate scope, and excellent yields of TRAMs with fluorescence properties.

The Journal of Organic ChemistryVol. 89(17)
University of Rajasthan (IN)
Council of Scientific and Industrial Research, India, Science and Engineering Research Board
Openalex Percentile: Top 33%
Synthesis and Reactivity of Heterocycles
0.75
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