[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
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
收藏
页码:1665 / 1669
页数:5
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