Elemental Sulfur/Base/Water: An Efficient System for the Synthesis of 2-Phosphoryl-Substituted Benzazoles via a Willgerodt-Kindler-Type Reaction

Elemental Sulfur/Base/Water: An Efficient System for the Synthesis of 2-Phosphoryl-Substituted Benzazoles via a Willgerodt-Kindler-Type Reaction Full article

Journal

Journal of Organic Chemistry
ISSN: 1520-6904 , E-ISSN: 0022-3263

Output data

Year: 2026, Volume: 91, Number: 14, Pages: 4882–4893 Pages count : 12 DOI: 10.1021/acs.joc.5c02758

Authors

Chursin Anatoly Y. ¹ , Bolshakov Konstantin M. ¹ , Lyssenko Konstantin A. ² , Zavarzin Igor V. ¹ , Volkova Yulia A. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., 119991 Moscow, Russia
2	Faculty of Fundamental Physical and Chemical Engineering, Lomonosov Moscow State University, Building 51, 1 Leninskie Gory, 119991 Moscow, Russia

We report an elemental sulfur/base/water system enabling the synthesis of 2-phosphorylbenzazoles via a Willgerodt-Kindler-type reaction of o-hydroxy/amino/mercaptoanilines with substituted phosphorylmethanes. The developed protocol is efficient under metal- and catalyst-free conditions and is easily scalable. The scope and limitations of this transformation have been investigated; a rationalization of the mechanism is presented.

Chursin A.Y. , Bolshakov K.M. , Lyssenko K.A. , Zavarzin I.V. , Volkova Y.A.
Elemental Sulfur/Base/Water: An Efficient System for the Synthesis of 2-Phosphoryl-Substituted Benzazoles via a Willgerodt-Kindler-Type Reaction
Journal of Organic Chemistry. 2026. V.91. N14. P.4882–4893. DOI: 10.1021/acs.joc.5c02758 WOS Scopus OpenAlex

Submitted:	Oct 31, 2025
Accepted:	Mar 17, 2026
Published online:	Mar 26, 2026

≡ Web of science:	WOS:001724652900001
≡ Scopus:	2-s2.0-105035841134
≡ OpenAlex:	W7140602447