Easy Access to 2,4-Disubstituted Cyclopentenones by a Gold(III)-Catalyzed A3-Coupling/Cyclization Cascade

Jian Li; Yue Xu; Xiwen Hu; Shangrong Zhu; Li Liu

doi:10.1021/acs.orglett.0c03451

Easy Access to 2,4-Disubstituted Cyclopentenones by a Gold(III)-Catalyzed A3-Coupling/Cyclization Cascade

Org Lett. 2020 Dec 18;22(24):9478-9483. doi: 10.1021/acs.orglett.0c03451. Epub 2020 Nov 25.

Authors

Jian Li¹, Yue Xu¹, Xiwen Hu¹, Shangrong Zhu¹, Li Liu¹

Affiliation

¹ Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Pharmacy, Changzhou University, Changzhou, 213164, China.

PMID: 33237782
DOI: 10.1021/acs.orglett.0c03451

Abstract

An efficient and convenient synthesis of 2,4-disubstituted cyclopentenones has been achieved through a Au(III)-catalyzed isomerization-A3-coupling/cyclization cascade. A possible mechanism involving an initial Au(III)-catalyzed isomerization, A3-type coupling, and cyclization via an enol intermediate is postulated.