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

页码：2819 / &

共 8 条

[1] BENEZRA C, 1967, B SOC CHIM FR, P1140
[2] REDUCTION OF NITRO-COMPOUNDS AND NITROSO-COMPOUNDS BY TERVALENT PHOSPHORUS REAGENTS .V. REDUCTION OF ALKYL-NITROBENZENES AND METHOXY-NITROBENZENES, AND NITROBENZENE, BY TRIALKYL PHOSPHITES
CADOGAN, JIG
SEARS, DJ
SMITH, DM
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[3] CADOGAN JIG, 1969, J CHEM SOC C
[4] CADOGAN JIG, UNPUBLISHED OBSERVAT
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DOERING, WVE
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[6] MACKIE RK, UNPUBLISHED OBSERVAT
[7] PREPARATION OF N-PHENYL-1,2-DIHYDROPYRIDINE
SAUNDERS, M
GOLD, EH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (04) : 1439 - &
[8] CATALOGUE HIGH RESOL, V1

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