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    • 7. 发明申请
    • MICROWAVE INDUCED SINGLE STEP GREEN SYNTHESIS OF SOME NOVEL 2-ARYL ALDEHYDES AND THEIR ANALOGUES
    • 微波诱导的单步绿色合成一些新型二芳基醛及其类似物
    • WO2010097811A1
    • 2010-09-02
    • PCT/IN2010/000110
    • 2010-02-25
    • COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCHSINHA, Arun, KumarSHARMA, AbhishekKUMAR, RakeshSHARMA, Naina
    • SINHA, Arun, KumarSHARMA, AbhishekKUMAR, RakeshSHARMA, Naina
    • C07C45/30C07C311/49C07D317/54C07C47/228C07C47/23C07C47/24C07C47/277
    • C07C45/28C07C45/30C07C249/16C07C311/49C07D317/54C07C47/228C07C47/24C07C47/23C07C47/277
    • The present invention provides a process for the preparation of some novel 2-aryl and 2,2-diaryl aldehydes and analogues which are privileged intermediates for commercially important nonsteroidal anti-inflammatory drugs including naproxen, flurbiprofen and potent anticancer drug candidates, including phenstatin through a unique single step synthetic methodology utilizing easily available substrates in the form of aryl alkenes as well as environmentally benign aqueous reaction conditions in the form of solvents such as mixtures of water and DMSO or Dioxane and reagents N-bromosuccinimide, N- iodosuccinimide, N-cholorosuccinimide and phase transfer catalyst such as cetyltrimethyl ammonium bromide, N-hexyl ammonium chloride for a reaction time varying from 1min- 30min, depending upon microwave or conventional heating, without using expensive transition metal catalysts or lewis acids/bases with yield varying from 35-55 %, depending upon the solvent and substrate used. The developed method provides a clean and convenient alternative to access a diverse range of medicinally important 2-aryl and 2,2- diaryl aldehyde based scaffolds in lieu of the conventional multistep protocols employing expensive and hazardous transition metal catalysts and lewis acids/bases.
    • 本发明提供了制备一些新的2-芳基和2,2-二芳基醛和类似物的方法,它们是商业上重要的非甾体抗炎药物的特权中间体,包括萘普生,氟比洛芬和有效的抗癌药物候选物,包括通过 利用芳基烯烃形式的容易获得的底物以及以水和DMSO或二恶烷的混合物和二恶烷的溶剂形式的环境友好的水性反应条件的独特的单步合成方法和试剂N-溴代琥珀酰亚胺,N-碘代琥珀酰亚胺,N-氯代琥珀酰亚胺 和相转移催化剂如十六烷基三甲基溴化铵,N-己基氯化铵,反应时间根据微波或常规加热反应时间为1min-30min,而不使用昂贵的过渡金属催化剂或路易斯酸/碱,产率从35-55 取决于所用的溶剂和底物。 开发的方法提供了一种干净和方便的替代方案,用于获得各种各样的药物重要的2-芳基和2,2-二芳基醛基支架,代替采用昂贵且危险的过渡金属催化剂和路易斯酸/碱的常规多步骤方案。