通过α-取代-2-丙二烯酰胺的环化反应合成吡咯烷-5-酮-2-甲酰胺
Synthesis of Pyrrolidin-5-one-2-carboxamides through Cyclization of -Substituted-2-alleneamides.
作者信息
Shahriari Azadeh, Amiri Kamran, Nikbakht Ali, Rominger Frank, Bijanzadeh Hamid Reza, Balalaie Saeed
机构信息
Peptide Chemistry Research Institute, K. N. Toosi University of Technology, P.O. Box, Tehran 15875-4416, Iran.
Organisch-Chemisches Institut der Universität Heidelberg, Im Neuenheimer Feld 270, Heidelberg D-69120, Germany.
出版信息
J Org Chem. 2022 Jun 17;87(12):7778-7785. doi: 10.1021/acs.joc.2c00387. Epub 2022 Jun 6.
The synthesis of pyrrolidin-5-one-2-carboxamides has been developed a one-pot Ugi reaction of allenic acids, primary amines, isocyanides, and aldehydes followed by regioselective cyclization of the resultant -substituted-2-allenamides with KO-Bu at room temperature. The cyclization reaction was carried out through a 5--dig approach, which resulted in good yields and high atom-economy under transition-metal-free and mild reaction conditions.
吡咯烷-5-酮-2-羧酰胺的合成方法是通过丙二烯酸、伯胺、异腈和醛的一锅法乌吉反应，然后在室温下用叔丁醇钾对所得的β-取代-2-丙二烯酰胺进行区域选择性环化。环化反应通过5-exo-dig方法进行，在无过渡金属和温和的反应条件下，反应产率良好且原子经济性高。
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