REACTION OF ARYL AND ALKYL NITRO-COMPOUNDS WITH 2-BUTENYLMAGNESIUM CHLORIDE - SYNTHESIS OF A NEW CLASS OF NITRONES

被引:31
作者
BARTOLI, G [1 ]
MARCANTONI, E [1 ]
PETRINI, M [1 ]
DALPOZZO, R [1 ]
机构
[1] UNIV BOLOGNA,DEPARTIMENTO CHIM ORGAN,I-40136 BOLOGNA,ITALY
关键词
D O I
10.1021/jo00301a046
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nitrones have received great attention during recent years because they have been revealed as important intermediates in organic synthesis. Indeed nitrones are versatile 1,3-dipoles useful for the construction of nitrogen heterocycles, which are largely present in natural products like alkaloids and β-lactams.1Some of them, e.g. phe-nyl-tert-butylnitrone have also been used as spin-trapping reagents and utilized in studies concerning radical. © 1990, American Chemical Society. All rights reserved.
引用
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页码:4456 / 4459
页数:4
相关论文
共 21 条
[1]  
[Anonymous], 1984, 1 3 DIPOLAR CYCLOADD
[2]   UNEXPECTED REACTIVITY OF ALLYL MAGNESIUM-CHLORIDE WITH NITROARENES - A GENERAL-METHOD OF SYNTHESIS OF N-ALLYL-N-ARYLHYDROXYLAMINES AND N-ALLYLANILINES [J].
BARTOLI, G ;
MARCANTONI, E ;
BOSCO, M ;
DALPOZZO, R .
TETRAHEDRON LETTERS, 1988, 29 (18) :2251-2254
[3]   CONJUGATE ADDITION OF ALKYL-GRIGNARD REAGENTS TO MONONITROARENES [J].
BARTOLI, G .
ACCOUNTS OF CHEMICAL RESEARCH, 1984, 17 (03) :109-115
[4]   FUNCTIONALIZATION OF AROMATIC SYSTEMS - A HIGHLY CHEMOSELECTIVE SYNTHESIS OF [(TRIMETHYLSILYL)METHYL]NITROARENES [J].
BARTOLI, G ;
BOSCO, M ;
DALPOZZO, R ;
TODESCO, PE .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (19) :3694-3696
[5]   ANALYSIS OF ORGANOMAGNESIUM AND ORGANO-LITHIUM REAGENTS USING N-PHENYL-1-NAPHTHYLAMINE [J].
BERGBREITER, DE ;
PENDERGRASS, E .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (01) :219-220
[6]  
BLACK DSC, 1975, SYNTHESIS-STUTTGART, P205
[7]  
Breuer E. I., 1982, CHEM AMINO NITROSO N, P459
[8]   NITRONES [J].
HAMER, J ;
MACALUSO, A .
CHEMICAL REVIEWS, 1964, 64 (04) :473-+
[9]   CONCERNING STRUCTURE OF ALLYLIC GRIGNARD-REAGENTS [J].
HUTCHISON, DA ;
BECK, KR ;
BENKESER, RA ;
GRUTZNER, JB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (21) :7075-7082
[10]   SPIN TRAPPING [J].
JANZEN, EG .
ACCOUNTS OF CHEMICAL RESEARCH, 1971, 4 (01) :31-&