[2+2] Cycloaddition Reactions of Butadienyl Ketene with 1,4-Diazabuta-1,3-dienes: Synthesis of Functionalized Butadienyl-4-iminomethyl-azetidin-2-ones and Butenylidene-butadienyl-[2,2′-biazetidine]-4,4′-diones

被引：14

作者：

Bains, Deepak ^{[1
]}

Kumar, Yogesh ^{[1
]}

Singh, Prabhpreet ^{[2
]}

Bhargava, Gaurav ^{[1
]}

机构：

[1] Punjab Tech Univ, Dept Appl Sci, Kapurthala 144603, Punjab, India

[2] Guru Nanak Dev Univ, Dept Chem, Amritsar 143005, Punjab, India

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2016年 / 53卷 / 05期

关键词：

DIELS-ALDER CYCLOADDITION; BETA-LACTAMS; ASYMMETRIC-SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; 5-DIENYL PYRIMIDINONES; BUILDING-BLOCKS; RING EXPANSION; 1,3-DIAZABUTA-1,3-DIENES; TRANSFORMATION;

D O I：

10.1002/jhet.2465

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reactions of butadienylketene with variety of 1,4-diazabuta-1,3-dienes are studied. The reactions resulted in the formation of previously unknown functionalized cis butadienyl-4-iminomethyl-azetidin-2-ones and butenylidene-butadienyl-[2,2'-biazetidine]-4,4'- diones. Butadienyl ketene reacts in [2+2] cycloaddition fashion with both iminic portion of 1,4-diazabuta-1,3-dienes and competitive [4+2] cycloaddition reaction of 1,4-diazabuta-1,3-dienes as 4 pi component with butadienyl ketene as 2 pi component are not observed.

引用

页码：1665 / 1669

页数：5

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