Iron-Catalyzed Oxidative Phosphonation of α-sp3-C—H Bonds of N-Aryl Tetrahydroisoquinolines with Air as Oxidant

doi:10.6023/cjoc201408025

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (11): 2249-2254.DOI: 10.6023/cjoc201408025 Previous Articles Next Articles

铁催化的N-芳基四氢异喹啉α-sp³-C—H键在空气中的氧化磷酸化

张艳, 罗莎, 冯柏年

江南大学药学院无锡 214122

收稿日期:2014-08-21 修回日期:2014-09-28 发布日期:2014-10-09
通讯作者: 冯柏年,fengbainian@jiangnan.edu.cn E-mail:fengbainian@jiangnan.edu.cn
基金资助:
国家自然科学基金(No.21302067)和江苏省自然科学基金(No.BK20130120)资助项目.

Iron-Catalyzed Oxidative Phosphonation of α-sp³-C—H Bonds of N-Aryl Tetrahydroisoquinolines with Air as Oxidant

Zhang Yan, Luo Sha, Feng Bainian

School of Pharmaceutical Science, Jiangnan University, Wuxi 214122

Received:2014-08-21 Revised:2014-09-28 Published:2014-10-09
Supported by:
Project supported by the National Natural Science Foundation of China (No.21302067) and the National Natural Science Foundation of Jiangsu Province (No.BK20130120).

An efficient cross-dehydrogenative-coupling (CDC) between sp³-C—H bond adjacent to a nitrogen atom of tertiary amine and H—P bonds of dialkyl phosphites and diaryl phosphate was developed using FeCl₃ as catalyst and air as oxidant under mild reaction conditions. The safe, convenient, environmental and efficiently benign to synthesize a series of biologically important α-aminophosphonates.

Key words: sp³-C—H activation, cross-dehydrogenative coupling, oxidative phosphonation, iron catalyst

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Zhang Yan, Luo Sha, Feng Bainian. Iron-Catalyzed Oxidative Phosphonation of α-sp³-C—H Bonds of N-Aryl Tetrahydroisoquinolines with Air as Oxidant[J]. Chin. J. Org. Chem., 2014, 34(11): 2249-2254.

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铁催化的N-芳基四氢异喹啉α-sp³-C—H键在空气中的氧化磷酸化

Iron-Catalyzed Oxidative Phosphonation of α-sp³-C—H Bonds of N-Aryl Tetrahydroisoquinolines with Air as Oxidant

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铁催化的N-芳基四氢异喹啉α-sp3-C—H键在空气中的氧化磷酸化