Title:
METHOD FOR PREPARING Β-TRIFLUOROMETHYLENAMINE COMPOUND ON BASIS OF ORGANIC DYE CATALYSIS
Document Type and Number:
WIPO Patent Application WO/2024/000920
Kind Code:
A1
Abstract:
Disclosed in the present invention is a method for preparing a β-trifluoromethylenamine compound on the basis of organic dye catalysis. The present invention belongs to the technical fields of the synthesis of medicines, pesticide products and material intermediates. The β-trifluoromethylenamine compound has a structure as represented by formula (I). The preparation method of the present invention comprises: under the irradiation of environment-friendly, green and economic visible light, using a catalytic amount of a commercial organic dye Na2-Eosin Y as a photocatalyst, using CF3SO2Na which is cheap, easily available, stable and simple and convenient to operate as a trifluoromethyl source, using Na2CO3 as an additive, and using tert-butyl hydroperoxide as an initiator. The reaction has mild conditions and is insensitive to air and water, and the operation is simple and convenient, the reaction efficiency is high, and the target product is easy to purify. In addition, the present invention has a a wide reaction substrate range and good functional group tolerance, and most of the target product compounds can be obtained with good to significant yields.
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Inventors:
CHEN XIAOYUN (CN)
TANG YISONG (CN)
ZHANG XIAOTONG (CN)
HUANG MINGYANG (CN)
QI GUANGJIE (CN)
XIANG XINRAN (CN)
TANG YISONG (CN)
ZHANG XIAOTONG (CN)
HUANG MINGYANG (CN)
QI GUANGJIE (CN)
XIANG XINRAN (CN)
Application Number:
PCT/CN2022/124661
Publication Date:
January 04, 2024
Filing Date:
October 11, 2022
Export Citation:
Assignee:
UNIV JIANGSU SCIENCE & TECH (CN)
International Classes:
C07B39/00; C07C221/00; C07C225/14; C07C227/16; C07C229/30
Foreign References:
| CN114988975A | 2022-09-02 |
Other References:
JIANG HUANFENG, HUANG WEI, YU YUE, YI SONGJIAN, LI JIAWEI, WU WANQING: "Transition-metal-free synthesis of β-trifluoromethylated enamines with trifluoromethanesulfinate", CHEMICAL COMMUNICATIONS, ROYAL SOCIETY OF CHEMISTRY, UK, vol. 53, no. 54, 1 January 2017 (2017-01-01), UK , pages 7473 - 7476, XP093124922, ISSN: 1359-7345, DOI: 10.1039/C7CC03125D
TANG KAI, CHEN YIXUAN, GUAN JIANPING, WANG ZHUJUN, CHEN KAI, XIANG HAOYUE, YANG HUA: "Visible-light-promoted olefinic trifluoromethylation of enamides with CF 3 SO 2 Na", ORGANIC & BIOMOLECULAR CHEMISTRY, ROYAL SOCIETY OF CHEMISTRY, vol. 19, no. 34, 1 September 2021 (2021-09-01), pages 7475 - 7479, XP093124927, ISSN: 1477-0520, DOI: 10.1039/D1OB01410B
DATABASE Registry CAS; 27 November 2000 (2000-11-27), ANONYMOUS : "2-Propenamide, N-(1-phenyleth yl)-3-[(1-phenylethyl)amino] -2- (trifluoromethyl)- ", XP093124955, retrieved from STN Database accession no. 304458-29-5
TANG KAI, CHEN YIXUAN, GUAN JIANPING, WANG ZHUJUN, CHEN KAI, XIANG HAOYUE, YANG HUA: "Visible-light-promoted olefinic trifluoromethylation of enamides with CF 3 SO 2 Na", ORGANIC & BIOMOLECULAR CHEMISTRY, ROYAL SOCIETY OF CHEMISTRY, vol. 19, no. 34, 1 September 2021 (2021-09-01), pages 7475 - 7479, XP093124927, ISSN: 1477-0520, DOI: 10.1039/D1OB01410B
DATABASE Registry CAS; 27 November 2000 (2000-11-27), ANONYMOUS : "2-Propenamide, N-(1-phenyleth yl)-3-[(1-phenylethyl)amino] -2- (trifluoromethyl)- ", XP093124955, retrieved from STN Database accession no. 304458-29-5
Attorney, Agent or Firm:
NANJING SUGAO PATENT AND TRADEMARK FIRM(ORDINARY PARTNERSHIP) (CN)
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