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Updated: May 20, 2026

Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay
Published on: February 9, 2021
Selective synthesis of seven- and eight-membered ring sultams via two tandem reaction protocols from one starting
Min Wang1, Yanjie Wang, Xueyong Qi
1Pharmacy School, Jiangsu University , Xuefu Road 301, Zhenjiang City, Jiangsu 212013, China, and Mississippi State University , Mississippi State, Mississippi 39762, United States.
Abstract:
From one starting material, two tandem reaction protocols to synthesize seven- and eight-membered ring sultams were developed. One protocol employs intermolecular epoxide ring-opening by NaN3, followed by an intramolecular 7-endo-trig oxa-Michael addition reaction. The second protocol applies to intermolecular aza-Michael addition of a primary amine, followed by 8-endo-tet intramolecular epoxide ring-opening of the resultant amine intermediate. Both protocols afforded the respective sultams in good yields under mild reaction conditions.
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