Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (11): 2148-2153.DOI: 10.6023/cjoc201204010 Previous Articles     Next Articles



戈俊a, 裘亚a, 王春丽a, Jesse Yangb, 陈瑛a   

  1. a 复旦大学药学院 上海 201203;
    b Intern from Henry M. Gunn High School, Palo Alto, CA USA
  • 收稿日期:2012-04-11 修回日期:2012-07-24 发布日期:2012-08-06
  • 通讯作者: 陈瑛
  • 基金资助:

    国家自然科学基金(Nos. 20272010, 30200348, 30873164)资助项目.

Clarification on the Structure of Cyclization Product of S-2-Acetylphenyl Dimethylthiocarbamate

Ge Juna, Qiu Yaa, Wang Chunlia, Yang Jesseb, Chen Yinga   

  1. a Department of Medicinal Chemistry, School of Pharmacy, Fudan University, Shanghai, China;
    b Intern from Henry M. Gunn High School, Palo Alto, CA USA
  • Received:2012-04-11 Revised:2012-07-24 Published:2012-08-06
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 20272010, 30200348, 30873164).

The structure of cyclization product from the reaction of S-2-acetylphenyl dimethylthiocarbamate with NaH in DMF was clarified by 1H NMR, NOE and X-ray. It proved to be a benzo-2H-thiopyran-2-one instead of a benzo-4H- thiopyran-4-one reported in literature. The 1H MNR chemical shift data of seven benzo-2H-thiopyran-2-ones and benzo-4H- thiopyran-4-ones were discussed, which might be useful for distinguishing benzo-2H-thiopyran-2-ones from benzo-4H- thiopyran-4-ones.

Key words: benzo-4H-thiopyran-4-one, benzo-2H-thiopyran-2-one, cyclization, S-2-acetylphenyl dimethylthiocarbamate