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A NON-ACYL AZIDE ROUTE TO ISOQUINOLIN-1(2H)-ONE DERIVATIVES VIA beta-STYRIL CARBAMATES

  作者 CHEN CHIENCHANG; CHEN LIYUEH; LIN RUNGYUAN; CHU CHEYI; DAI SHENGHONG A  
  选自 期刊  Heterocycles;  卷期  2009年78-12;  页码  2979-2992  
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[摘要]The efficient reactions of the phenyl acetaldehydes la-e and the enol ethers of benzyl ketones 1o-s with ethyl urethane lead to the formation of the beta-styril carbamates 2, which are excellent precursors for generating isoquinolin-1(2H)-ones 4. Upon thermolysis at 230 degrees C in an inert organic solution, the carbamates decomposed into the transient beta-styril isocyanate intermediates 3. The resulting isoquinolin-1(2H)-ones obtained were in good yields (65-93%). This synthetic methodology allows the convenient preparation of isoquinolin-1 (2H)-ones via a non-phosgene and non-acyl azide route from readily accessible starting materials.

 
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