Regioselective α-benzylation of 3-iodoazetidine via Suzuki cross-coupling. Issue 19 (9th May 2019)

• Record Type: Journal Article
• Authors: Qiu, Zhenjiang; Zhu, Mingxiang; Zheng, Lu; Li, Jingya; Zou, Dapeng; Wu, Yangjie; Wu, Yusheng
• Is Part Of: Tetrahedron letters. Volume 60:Issue 19(2019)
• Page Start: 1321
• Page End: 1324
• Publication Date: 2019-05-09
• Subjects: Regioselective -- Azetidines -- α-Benzylation; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2019.04.008
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: A new approach to construct C(sp3)C(sp3) bond was developed. α-Benzyl azetidine derivatives were obtained with high regioselectivity (>99%). This catalytic system features mild conditions and good substrate tolerance. Abstract: An efficient protocol for the synthesis of α-benzyl azetidines starting from benzylboronic acid pinacol ester derivatives and 3-iodoazetidine was developed. A wide range of α-benzyl azetidine derivatives were obtained in moderate to good yields with high regioselectivity (>99%).