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Synthesis of 1,2,4-diazaphospholes via base-promoted cyclization reaction of hydrazonoyl chlorides and [Bu 4 N][P(SiCl 3 ) 2 ].

Authors :
Wang X
Luo H
Yang B
Li M
Ma YJ
Wang XC
Quan ZJ
Source :
Organic & biomolecular chemistry [Org Biomol Chem] 2024 Aug 20. Date of Electronic Publication: 2024 Aug 20.
Publication Year :
2024
Publisher :
Ahead of Print

Abstract

Aromatic 1,2,4-diazaphospholes featuring distinct hybrid-mode nitrogen atoms (N(λ <superscript>3</superscript> σ <superscript>2</superscript> ), N(λ <superscript>3</superscript> σ <superscript>3</superscript> )) and low-valent phosphorus atoms (λ <superscript>3</superscript> σ <superscript>2</superscript> ) exhibited the characteristic of serving as unique hybrid ligands. This study presented a one-pot reaction involving the base-promoted stepwise cyclization of hydrazonoyl chlorides and [Bu <subscript>4</subscript> N][P(SiCl <subscript>3</subscript> ) <subscript>2</subscript> ] to yield 1,2,4-diazaphospholes, providing an effective method for synthesizing such compounds.

Details

Language :
English
ISSN :
1477-0539
Database :
MEDLINE
Journal :
Organic & biomolecular chemistry
Publication Type :
Academic Journal
Accession number :
39161268
Full Text :
https://doi.org/10.1039/d4ob01260g