Cascade [3 + 2]\nAnnulation of 1,3-Dicarbonyl Compounds\nand Ethyl Secondary Amines for Pyrrole Synthesis via Poly C(sp<sup>3</sup>)–H Bond Functionalization

The synthesis of polyfunctionalized pyrroles via the\ncascade reactions\nof 1,3-dicarbonyl compounds and two molecules of ethyl secondary amines\nhas been realized via simple iodine catalysis in the presence of Dess–Martin\nperiodinane (DMP). The formation of the target pyrrole products involves\nthe formation of one new C–C and two new C–N bonds via\nthe major functionalization of six C(sp<sup>3</sup>)–H bonds,\npresenting a highly novel and efficient synthetic protocol toward\npyrrole scaffolds.

Publication Details

Journal
Figshare
Published
2024-10-21
DOI
https://doi.org/10.1021/acs.joc.4c02127.s001
Primary Topic
Synthesis and Characterization of Pyrroles
Type
article
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article

Cascade [3 + 2]\nAnnulation of 1,3-Dicarbonyl Compounds\nand Ethyl Secondary Amines for Pyrrole Synthesis via Poly C(sp3)–H Bond Functionalization

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Synthesis and Characterization of Pyrroles
article

Cascade [3 + 2]\nAnnulation of 1,3-Dicarbonyl Compounds\nand Ethyl Secondary Amines for Pyrrole Synthesis via Poly C(sp3)–H Bond Functionalization

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Abstract

The synthesis of polyfunctionalized pyrroles via the\ncascade reactions\nof 1,3-dicarbonyl compounds and two molecules of ethyl secondary amines\nhas been realized via simple iodine catalysis in the presence of Dess–Martin\nperiodinane (DMP). The formation of the target pyrrole products involves\nthe formation of one new C–C and two new C–N bonds via\nthe major functionalization of six C(sp<sup>3</sup>)–H bonds,\npresenting a highly novel and efficient synthetic protocol toward\npyrrole scaffolds.

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Synthesis and Characterization of Pyrroles
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Cascade [3 + 2]\nAnnulation of 1,3-Dicarbonyl Compounds\nand Ethyl Secondary Amines for Pyrrole Synthesis via Poly C(sp<sup>3</sup>)–H Bond Functionalization · Figshare (2024) | TGRS Research Map | TGRS