Iodine Catalyzed Kabachnik-Fields Reaction of Trialkyl Phosphites: Facile Access to Benzoxazine Containing Phosphorus

doi:10.6023/cjoc201705023

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (12): 3220-3228.DOI: 10.6023/cjoc201705023 Previous Articles Next Articles

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碘催化亚磷酸三乙酯参与的Kabachnik-Fields反应:便捷合成含磷苯并噁嗪

王玉凤^a, 杨雅杰^b, 黄玲^a, 揭坤^a, 郭生梅^a, 蔡琥^a

a 南昌大学化学学院南昌 330031;
b 南昌大学第一临床医学院南昌 330031

收稿日期:2017-05-16 修回日期:2017-07-13 发布日期:2017-08-16
通讯作者: 郭生梅, 蔡琥 E-mail:caihu@ncu.edu.cn;smguo@ncu.edu.cn
基金资助:
国家重点基础研究发展规划（973计划，No.2012CBA01204）、国家自然科学基金（No.21302084）和江西省自然科学基金（No.21302084）资助项目.

Iodine Catalyzed Kabachnik-Fields Reaction of Trialkyl Phosphites: Facile Access to Benzoxazine Containing Phosphorus

Wang Yufeng^a, Yang Yajie^b, Huang Ling^a, Jie Kun^a, Guo Shengmei^a, Cai Hua^a

a College of Chemistry, Nanchang University, Nanchang 330031;
b The First College of Clinical Medicine, Nanchang University, Nanchang 330031

Received:2017-05-16 Revised:2017-07-13 Published:2017-08-16
Contact: 10.6023/cjoc201705023 E-mail:caihu@ncu.edu.cn;smguo@ncu.edu.cn
Supported by:
Project supported by the National Program on Key Basic Research Project (973 Program, No. 2012CBA01204), the National Natural Science Foundation of China (No. 21302084) and the Natural Science Foundation of Jiangxi Province (No. 20151BAB213007).

1. Iodine Catalyzed Kabachnik-Fields Reaction of Trialkyl Phosphites: Facile Access to Benzoxazine Containing Phosphorus.PDF(2822KB)

Abstract

Iodine-catalyzed Kabachnik-Fields reaction with trialkyl phosphites for the synthesis of α-amino phosphates was developed. This transformation completes rapidly at 40℃, and is well tolerated with a range of amines and phosphites. Moreover, the products afforded by salicyl aldehydes with trialkyl phosphites could efficiently convert to benzoxazines containing phosphate under mild conditions, which provide a new precursor of new phenolic resin

Key words: trialkyl phosphite, benzoxazineis, Kabachnik-Fields reaction, iodine

Cite this article

Wang Yufeng, Yang Yajie, Huang Ling, Jie Kun, Guo Shengmei, Cai Hua. Iodine Catalyzed Kabachnik-Fields Reaction of Trialkyl Phosphites: Facile Access to Benzoxazine Containing Phosphorus[J]. Chin. J. Org. Chem., 2017, 37(12): 3220-3228.

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碘催化亚磷酸三乙酯参与的Kabachnik-Fields反应:便捷合成含磷苯并噁嗪

Iodine Catalyzed Kabachnik-Fields Reaction of Trialkyl Phosphites: Facile Access to Benzoxazine Containing Phosphorus

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