Chinese Journal of Organic Chemistry >
Hydrosilanes as Hydrogen Source: Iridium-Catalyzed Hydrogenation of N-Heteroarenes
Received date: 2021-10-29
Revised date: 2021-11-26
Online published: 2021-12-15
Supported by
National Natural Science Foundation of China(22061041); Natural Science Foundation of Shaanxi Province(2020JQ-789); Open Sharing Platform for Scientific and Technological Resources of Shaanxi Province(2021PT-004); Doctoral Research Foundation of Yan'an University(YDBK2019-60); Training Program of Innovation and Entrepreneurship for Undergraduates of Shaanxi Province(S202010719114)
A ligand- and base-free method for the catalytic synthesis of bioactive 1,2,3,4-tetrahydroquinolines via the homogeneous iridium-catalyzed hydrogenation of quinolines and related N-heteroarenes is reported. A catalytic reduction of N-heteroarenes employing low-cost and air-stable hydrosilane was demonstrated under mild conditions. This reaction is scalable and tolerable for sensitive functional groups, such as bromide, chloride, fluoride, ester, carboxylic acid, cyanogroup and nitro groups. This catalytic system provides a convenient, environmentally friendly and practical method to obtain a variety of 1,2,3,4-tetrahydroquinoline derivatives under mild reaction conditions.
Key words： hydrogenation; N-heteroarenes; iridium; hydrosilane
Miaomiao Zhang , Bo Han , Haojie Ma , Liang Zhao , Jijiang Wang , Yuqi Zhang . Hydrosilanes as Hydrogen Source: Iridium-Catalyzed Hydrogenation of N-Heteroarenes[J]. Chinese Journal of Organic Chemistry, 2022 , 42(4) : 1170 -1178 . DOI: 10.6023/cjoc202110041
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