邻羟基芳香N-叔丁基亚磺酰亚胺的微波合成研究
收稿日期: 2014-01-11
修回日期: 2014-02-12
网络出版日期: 2014-03-10
基金资助
国家自然科学基金（No. 21372070）、湖南省科学基金课题（No. 11JJ3016）和湖南省教育厅基金（No. B31314）资助项目.
Study on Synthesis of ortho-Hydroxyl Aromatic N-tert-Butylsulfinyl Imines under Microwave Irradiation
Received date: 2014-01-11
Revised date: 2014-02-12
Online published: 2014-03-10
Supported by
Project supported by the National Natural Science Foundation of China (No. 21372070), the Science Foundation of Hunan Province (No. 11JJ3016) and the Hunan Provincial Education Office Scientific Research Foundation Project (No. B31314).
赵云辉 , 任新芳 , 刘汉文 , 唐子龙 . 邻羟基芳香N-叔丁基亚磺酰亚胺的微波合成研究[J]. 有机化学, 2014 , 34(6) : 1218 -1221 . DOI: 10.6023/cjoc201401019
Chiral N-tert-butanesulfinyl imines have been shown to be important intermediates for asymmetric synthesis in recent years. Eleven new (R,E)-N-(2-hydroxybenzylidene)-tert-butyl-sulfinamides (3) were synthesized from salicylaldehydes 1 and chiral tert-butanesulfinamide 2 under microwave irradiation in moderate to good yields. The reaction could work well in the mixture of KHSO4/PhMe or Cs2CO3/CH2Cl2. And the results show that the KHSO4/PhMe reaction system is helpful for the salicylaldehydes with electron-donating group; however, the Cs2CO3/CH2Cl2 reaction system is applicable to the salicylaldehydes with electron-deficient group and steric hindrance group. The structures of these new compounds were determined by 1H NMR, 13C NMR, IR and HRMS.
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