Cycloaddition reaction of benzoheteroazepine: Synthesis of 4a,5,6,12-tetrahydro-1H-1,3-oxazino[3,2-d][1,5] benzothiazepin-1-ones and 1H,7H-1,3-oxazino[3,2-d][1,5] benzodiazepin-1-ones

Article abstract of DOI:10.1080/10426509808033721

2,3-Dihydro-1,5-benzothiazepines and 2,3-dihydro-1H-1,5-benzodiazepines reacted with α -carbonylketenes, generated from 2-diazo-1,3-diphenyl-1,3-propanedione and 2-diazo-1-phenyl-1,3-butandione by heating, to give [2+4] cycloadducts 4a,5,6,12-tetrahydro-1H-1,3-oxazinop[3,2-d] [1,5]-benzothiazepin-1-ones and 4a,5,6,12-tetrahydro-1H,7H-1,3-oxazino [3,2-d][1,5]-benzodiazepin-1-ones. The cycloaddition reactions showed different regioselectivities when different 1,5-benzoheteroazepines reacted with asymmetric 2-diazo-1-phenyl-1,3-butandione. The conformations of cycloadducts and cycloadducts reaction mechanism were described.

Full text of DOI:10.1080/10426509808033721

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CYCLOADDITION REACTION
OF BENZOHETEROAZEPINE:
SYNTHESIS OF 4a,5,6,12-
TETRAHYDRO-1H-1,3-
OXAZINO[3,2 -d[[1,5]
BENZOTHIAZEPIN-1-ONES AND
1H,7H-1,3-OXAZINO[3,2-d]
[1,5] BENZODIAZEPIN-1-ONES
Jiaxi Xu a , Sheng Jin a & Qiyi Xing a
a College of Chemistry and Molecular Engineering,
Peking University , Beijing, 100871, China
Published online: 24 Sep 2006.
To cite this article: Jiaxi Xu , Sheng Jin & Qiyi Xing (1998) CYCLOADDITION
REACTION OF BENZOHETEROAZEPINE: SYNTHESIS OF 4a,5,6,12-TETRAHYDRO-1H-1,3-
OXAZINO[3,2 -d[[1,5] BENZOTHIAZEPIN-1-ONES AND 1H,7H-1,3-OXAZINO[3,2-d][1,5]
BENZODIAZEPIN-1-ONES, Phosphorus, Sulfur, and Silicon and the Related Elements,
141:1, 57-70, DOI: 10.1080/10426509808033721
To link to this article: http://dx.doi.org/10.1080/10426509808033721
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