Aryldiazonium Salts Serve as a Dual Synthon: Construction of Fully Substituted Pyrazoles via Rongalite-Mediated Three-Component Radical Annulation Reaction

A highly efficient rongalite-mediated three-component radical annulation reaction to furnish fully substituted pyrazoles from aryldiazonium salts and α,β-unsaturated aldehydes or ketones under metal- and oxidant-free conditions at room temperature has been developed. In this transformation, aryldiaz...

Full description

Saved in:
Bibliographic Details
Published inOrganic letters Vol. 21; no. 22; pp. 8934 - 8937
Main Authors Wang, Miao, Tang, Bo-Cheng, Xiang, Jia-Chen, Chen, Xiang-Long, Ma, Jin-Tian, Wu, Yan-Dong, Wu, An-Xin
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 15.11.2019
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
DERIVATIVES
SULFUR-DIOXIDE
Online AccessGet full text

Cover

More Information
Summary:A highly efficient rongalite-mediated three-component radical annulation reaction to furnish fully substituted pyrazoles from aryldiazonium salts and α,β-unsaturated aldehydes or ketones under metal- and oxidant-free conditions at room temperature has been developed. In this transformation, aryldiazonium salts served as the precursor of both the aryl and aryl hydrazine units. Mechanistic investigations indicated that rongalite could act as a radical initiator and reducing reagent simultaneously in the reaction.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b03212