EFFICIENT SYNTHESIS OF 2-ALKYLIDENE-4H-3,1-BENZOXATHIIN-4-ONES AND DETERMINATION OF THEIR DOUBLE BOND CONFIGURATION

被引:5
作者
Shimizu, Masao [1 ]
Yamanaka, Masaki [2 ]
Ando, Wataru [1 ]
Shimada, Shigeru [1 ]
Konakahara, Takeo [2 ]
Sakai, Norio [2 ]
机构
[1] Natl Inst Adv Ind Sci & Technol, Tsukuba, Ibaraki 3058565, Japan
[2] Tokyo Univ Sci, Fac Sci & Technol, Dept Ind Chem, Noda, Chiba 2788510, Japan
关键词
ASPIRIN PRODRUGS; 2-CHLORO-1,3-DIMETHYLIMIDAZOLINIUM CHLORIDE; CONDENSING AGENT; HYDROLYSIS; ESTERS; AMIDES; ACIDS;
D O I
10.3987/COM-14-12943
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Alkylidene-4H-3,1-benzoxathiin-4-ones were efficiently synthesized by reaction of 2-(acylthio)benzoic acids with condensation reagents in the presence of base. The E and Z isomers of the products were distinguished by comparison of the chemical shifts of the vinylic protons in the H-1 NMR spectra of the 4H-3,1-benzoxathiin-4-ones and their corresponding 1-oxides.
引用
收藏
页码:981 / 993
页数:13
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