REDUCTION OF NITRO-COMPOUNDS AND NITROSO-COMPOUNDS BY TERVALENT PHOSPHORUS REAGENTS .6. AN NMR SPECTROSCOPIC INVESTIGATION OF 3H-AZEPINES FORMED IN SUCH REACTIONS

被引:19
作者
CADOGAN, JIG
MACKIE, RK
机构
[1] Department of Chemistry, University of St. Andrews, St. Andrews
[2] Department of Chemistry, University of Edinburgh, Edinburgh EH9 3JJ, West Mains Road
来源
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 19期
关键词
D O I
10.1039/j39690002819
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N.m.r. spectroscopic evidence is presented to show that reductions of certain aromatic nitro-compounds by tervalent phosphorus reagents, described in the two preceding papers, give, among other products, derivatives of 3H-azepine. Thus, 2-nitrobiphenyl, o-nitrotoluene, or nitrobenzene with diethyl methylphosphonite in the presence of diethylamine gave 3-phenyl- or 3-methyl-2-diethylamino-3H-azepine, or 2-diethylamino-3H-azepine respectively, while various aromatic nitro-compounds with trialkyl phosphites gave substituted dialkyl 3H-azepin-7-ylphosphonates.
引用
收藏
页码:2819 / &
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