Redox‐Neutral Metal‐Free Three‐Component Carbonylative Dearomatization of Pyridine Derivatives with CO 2 | Zendy

Cerveri Alessandro | Zendy; Pace Stefano | Zendy; Monari Magda | Zendy; Lombardo Marco | Zendy; Bandini Marco | Zendy

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Redox‐Neutral Metal‐Free Three‐Component Carbonylative Dearomatization of Pyridine Derivatives with CO 2

Author(s) -

Cerveri Alessandro,

Pace Stefano,

Monari Magda,

Lombardo Marco,

Bandini Marco

Publication year - 2019

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201904359

Subject(s) - carbonylation , chemoselectivity , pyridine , chemistry , electrophile , redox , combinatorial chemistry , carbon monoxide , metal , component (thermodynamics) , oxide , organic chemistry , catalysis , physics , thermodynamics

The TBD (1,3,5‐triazabicyclodec‐5‐ene) assisted three‐component carbonylation of pyridine‐2‐methanamines is documented by means of CO 2 as a benign CO surrogate. The redox‐neutral methodology enables the realization of densely functionalized imidazo‐pyridinones in high yields (up to 93 %) and excellent chemoselectivity. Combined computational and experimental investigations revealed an unprecedented RCOCl/TBD concerted electrophilic activation of carbon dioxide.

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