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Regioselective Formylation of Pyrrole-2-Carboxylate: Crystalline Vilsmeier Reagent vs Dichloromethyl Alkyl Ether
Organic Process Research & Development ( IF 3.4 ) Pub Date : 2018-09-28 00:00:00 , DOI: 10.1021/acs.oprd.8b00233
Takuya Warashina 1 , Daisuke Matsuura 1 , Tetsuya Sengoku 2 , Masaki Takahashi 2 , Hidemi Yoda 2 , Yoshikazu Kimura 1
Affiliation  

New preparations of crystalline Vilsmeier reagent (VR) and dichloromethyl propyl or butyl ether were developed. The methods are environmentally benign and applicable to large-scale synthesis. Formylations of 1H-pyrrole-2-carboxylates were achieved with these reagents, regioselectively affording the 4-formyl and 5-formyl derivatives in nearly quantitative yields.

中文翻译:

吡咯-2-羧酸的区域选择性甲酰化:结晶维尔斯迈尔试剂与二氯甲基烷基醚

开发了结晶维尔斯迈尔试剂(VR)和二氯甲基丙基或丁基醚的新制剂。该方法对环境无害,可用于大规模合成。用这些试剂实现1 H-吡咯-2-羧酸酯的甲酰化,区域选择性地以接近定量的产率提供4-甲酰基和5-甲酰基衍生物。
更新日期:2018-09-28
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