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Copper-Catalyzed Cascade Syntheses of 2H-benzo[b][1,4]thiazin-3(4H)-ones and Quinoxalin-2(1H)-ones through Capturing S and N Atom Respectively from AcSH and TsNH2
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2010-07-28 00:00:00 , DOI: 10.1021/jo101253a Dingben Chen 1, 2 , Zhi-Jing Wang 1 , Weiliang Bao 1
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2010-07-28 00:00:00 , DOI: 10.1021/jo101253a Dingben Chen 1, 2 , Zhi-Jing Wang 1 , Weiliang Bao 1
Affiliation
A copper-catalyzed cascade method has been developed to synthesize the 2H-benzo[b][1,4]thiazin-3(4H)-ones from 2-halo-N-(2-halophenyl)-acetamides 1 and AcSH via the SN2/deacetylation/coupling process, and to synthesize the quinoxalin-2(1H)-ones from 1 and TsNH2 via the SN2/coupling/desulfonation process. The target products were obtained with diversity at three positions on their scaffolds.
中文翻译:
铜催化级联反应分别从AcSH和TsNH 2中捕获S和N原子,合成2 H-苯并[ b ] [1,4]噻嗪3(4 H)-酮和喹喔啉2(1 H)-酮。
开发了一种铜催化的级联方法,由2-卤代-N-(2-卤代苯基)-乙酰胺1和AcSH合成2 H-苯并[ b ] [1,4]噻嗪-3(4 H)-酮。通过S ñ 2 /脱乙酰化/连结处理,并且以合成喹喔啉-2(1 ħ从) -酮1和TsNH 2通过S ñ 2 /联接/脱磺过程。获得目标产物,在其支架上的三个位置具有多样性。
更新日期:2010-07-28
中文翻译:
铜催化级联反应分别从AcSH和TsNH 2中捕获S和N原子,合成2 H-苯并[ b ] [1,4]噻嗪3(4 H)-酮和喹喔啉2(1 H)-酮。
开发了一种铜催化的级联方法,由2-卤代-N-(2-卤代苯基)-乙酰胺1和AcSH合成2 H-苯并[ b ] [1,4]噻嗪-3(4 H)-酮。通过S ñ 2 /脱乙酰化/连结处理,并且以合成喹喔啉-2(1 ħ从) -酮1和TsNH 2通过S ñ 2 /联接/脱磺过程。获得目标产物,在其支架上的三个位置具有多样性。