Synthesis of 1,3,5-Trisubstituted [4-tert-Butyl 2-(5,5-difluoro- 2,2-dimethyl-6-vinyl-l,3-dioxan-4-yl)acetate]pyrazoles via a Pd-Catalyzed C--H Activation  

Synthesis of 1,3,5-Trisubstituted [4-tert-Butyl 2-(5,5-difluoro- 2,2-dimethyl-6-vinyl-l,3-dioxan-4-yl)acetate]pyrazoles via a Pd-Catalyzed C--H Activation

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作  者:Wang Xiaoguanga Fang Xiang Yang Xueyana Ni Meng Wu Fanhong 

机构地区:[1]Key Laboratory for Advanced Material and Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China [2]School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 200235, China

出  处:《Chinese Journal of Chemistry》2012年第12期2767-2773,共7页中国化学(英文版)

基  金:supported by the National Natural Science Foundation of China (Nos. 20972050, 21172148 and 21202044) and the Science and Technology Commission of Shanghai Municipality (No. 10540501300).

摘  要:The gem-difluoromethylenated acetonide 2 was efficiently synthesized as new precursor of HMG-CoA reduc- tase inhibitor. Straightforward olefination via Pd-catalyzed C4-H activation of 1,3,5-trisubstituted pyrazoles 1 was proceeded smoothly in the presence of Pd(OAc)2 and AgCO3. This protocol has merits in terms of the improved atomic economy and prevention from the generation of by-products.The gem-difluoromethylenated acetonide 2 was efficiently synthesized as new precursor of HMG-CoA reduc- tase inhibitor. Straightforward olefination via Pd-catalyzed C4-H activation of 1,3,5-trisubstituted pyrazoles 1 was proceeded smoothly in the presence of Pd(OAc)2 and AgCO3. This protocol has merits in terms of the improved atomic economy and prevention from the generation of by-products.

关 键 词:C-H activation PD-CATALYZED PYRAZOLE HMG-CoA reductase inhibitor 

分 类 号:TQ252.4[化学工程—有机化工] O626.21[理学—有机化学]

 

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