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Temperature-Controlled Base-Promoted Cyclization for the Synthesis of 2-Amino-4H-benzo[d][1,3]thiazin-4-ones and 2-Thioxo-4(3H)-quinazolinones
Asian Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2017-11-07 06:06:04 , DOI: 10.1002/ajoc.201700443
Zhi-Wen Zhou 1 , Feng-Cheng Jia 1 , Cheng Xu 1 , Shi-Fen Jiang 1 , Yan-Dong Wu 1 , An-Xin Wu 1
Affiliation  

Kinetic control: A synergetic Na2CO3/TBHP-promoted tandem oxidation/decarboxylative cyclization of isothiocyanates and isatins has been developed (see scheme; TBHP=tert-butyl hydroperoxide). This chemoselective reaction enables the fast construction of both 4H-benzo[d][1,3]thiazin-4-ones and 2-thioxo-2,3-dihydroquinazolin-4(1H)-ones in moderate to high yields. In addition, this method features commercially available substrates, easy operation, and mild conditions.

中文翻译:

温度控制的碱促进的环化反应,用于合成2-氨基-4H-苯并[d] [1,3]噻嗪-4-酮和2-硫代-4(3H)-喹唑啉酮

动力学控制:已经开发了协同Na 2 CO 3 / TBHP促进的异硫氰酸酯和靛红的串联氧化/脱羧环化反应(参见方案; TBHP =丁基氢过氧化物)。该化学选择性反应使得能够以中等至高产率快速构建4 H-苯并[ d ] [1,3]噻嗪-4-酮和2-硫代-2-3,3-二氢喹唑啉-4(1 H)-酮。另外,该方法的特点是可商购的基板,易于操作且条件温和。
更新日期:2017-11-07
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