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Iridium-Catalyzed Direct Cyclization of Aromatic Amines with Diols

Maki Minakawa*, Kouichi Watanabe, Satoru Toyoda, Yasuhiro Uozumi

*Department of Applied Chemistry, Chemical Engineering and Biochemical Engineering, Yamagata University, 4-3-16, Jonan, Yonezawa, Yamagata 992-8510, Japan, Email: minakawayz.yamagata-u.ac.jp

M. Minakawa, K. Watanabe, S. Toyoda, Y. Uozumi, Synlett, 2018, 29, 2385-2389.

DOI: 10.1055/s-0037-1610995


Abstract

An environmentally friendly iridium-catalyzed direct cyclization of N-methylanilines with 1,3-propanediol provides tetrahydroquinolines with water as the sole by-product. Under similar reaction conditions, direct cyclization of anilines with 1,3-propanediol produced tetrahydrobenzoquinolizines.

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Key Words

iridium catalyst, aromatic amines, diols, tetrahydroquinolines, cyclization


ID: J72-Y2018