METAL-CATALYZED DEOXYGENATION BY CARBON-MONOXIDE OF O-SUBSTITUTED NITROBENZENES - SYNTHESIS OF 1,4-DIHYDRO-2H-3,1-BENZOXAZIN-2-ONE DERIVATIVES

被引：17

作者：

CENINI, S ^{[1
]}

CONSOLE, S ^{[1
]}

CROTTI, C ^{[1
]}

TOLLARI, S ^{[1
]}

机构：

[1] UNIV MILAN,CNR CTR,I-20133 MILAN,ITALY

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1993年 / 451卷 / 1-2期

关键词：

D O I：

10.1016/0022-328X(93)83021-M

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The reductive carbonylation of o-nitrobenzylalcohols, o-NO2C6H4CR1R2OH [R1 = R2 = H (1); R1 = R2 = CH3 (2); R1 = H, R2 = CH3 (3); R1 - H, R2 = C6H5 (4)], catalyzed by ruthenium and palladium-based catalytic systems gives the corresponding 1,4-dihydro-2H-3,1-benzoxazin-2-one derivatives, 1a-4a. Reaction conditions used were 20-60 atm of carbon monoxide and 100-170-degrees-C. The palladium catalyst has been shown to be by far superior to the ruthenium catalyst in this reaction as far as selectivity is concerned. By carbonylation of o-nitrophenethylalcohol (5) with the palladium system as catalyst a mixture of the monomeric 5a and dimeric 5b cyclic carbamates has been obtained.

引用

页码：157 / 162

页数：6

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