N-Fluorobenzenaminium tetrafluoroborate generated in situ by aniline and Selectfluor as a reusable catalyst for the ring opening of epoxides with amines under microwave irradiation

被引:17
作者
Chauhan, ManMohan Singh [1 ]
Yadav, Geeta Devi [1 ]
Hussain, Firasat [1 ]
Singh, Surendra [1 ]
机构
[1] Univ Delhi, Dept Chem, Delhi 110007, India
关键词
ELECTROPHILIC FLUORINATING AGENTS; AROMATIC-AMINES; MESO-EPOXIDES; EFFICIENT METHOD; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC AMINOLYSIS; ASSISTED AMINOLYSIS; KINETIC RESOLUTION; HALOGENO COMPOUNDS;
D O I
10.1039/c4cy00609g
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The ring opening of epoxides with aromatic and aliphatic amines was carried out under solvent free conditions using N-fluorobenzenaminium tetrafluoroborate (2 mol%) generated in situ by the reaction of aniline and Selectfluor as a catalyst with microwave irradiation. Excellent yields of beta-amino alcohols were obtained. The catalyst also results in the retention of the stereochemistry for the ring opening of enantiopure epoxide with amine. The catalyst was recovered and reused up to 4 cycles for the ring opening of cyclohexene oxide with aniline.
引用
收藏
页码:3945 / 3952
页数:8
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