Hydride Transfer Involved Redox-Neutral Cascade Cyclizations for Construction of Spirocyclic Bisoxindoles Featuring a [3,4]-Fused Oxindole Moiety

Shuai-Shuai Li; Shuai Zhu; Chunqi Chen; Kang Duan; Qing Liu; Jian Xiao

doi:10.1021/acs.orglett.8b04100

Hydride Transfer Involved Redox-Neutral Cascade Cyclizations for Construction of Spirocyclic Bisoxindoles Featuring a [3,4]-Fused Oxindole Moiety

Org Lett. 2019 Feb 15;21(4):1058-1062. doi: 10.1021/acs.orglett.8b04100. Epub 2019 Feb 5.

Authors

Shuai-Shuai Li¹, Shuai Zhu¹, Chunqi Chen¹, Kang Duan¹, Qing Liu², Jian Xiao^{1

3}

Affiliations

¹ College of Chemistry and Pharmaceutical Sciences , Qingdao Agricultural University , Qingdao 266109 , China.
² College of Chemical and Environmental Engineering , Shandong University of Science and Technology , Qingdao 266590 , China.
³ College of Marine Science and Engineering , Qingdao Agricultural University , Qingdao 266109 , China.

PMID: 30721075
DOI: 10.1021/acs.orglett.8b04100

Abstract

The hydride transfer involved redox-neutral cascade cyclization has been developed to construct the spirocyclic bisoxindoles featuring a [3,4]-fused oxindole moiety from rationally designed C4-amine-substituted isatins, affording the diverse tricyclic [3,4]-fused oxindoles with three consecutive chiral centers in good yields and excellent diastereoselectivities (>20:1).

Publication types

Research Support, Non-U.S. Gov't