The first conversion of primary alkyl halides to nitroalkanes under aqueous medium

被引:51
作者
Ballini, R [1 ]
Barboni, L [1 ]
Giarlo, G [1 ]
机构
[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Italy
关键词
D O I
10.1021/jo049048b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Primary nitroalkanes and alpha,omega-dinitroalkanes can be easily obtained in aqueous medium by reaction of the corresponding halo derivatives with silver nitrite. The procedure works well with both alkyl bomide and alkyl iodide and proceeds in satisfactory to good yields even in the presence of other functionalities, minimizing the formation of the undesired alkyl nitrites.
引用
收藏
页码:6907 / 6908
页数:2
相关论文
共 39 条
[1]  
AMATO I, 1993, SCIENCE, V259, P1538, DOI 10.1126/science.259.5101.1538-a
[2]  
[Anonymous], 1969, The Chemistry of Nitro and Nitroso Groups
[3]   Recent synthetic developments in the nitro to carbonyl conversion (Nef reaction) [J].
Ballini, R ;
Petrini, M .
TETRAHEDRON, 2004, 60 (05) :1017-1047
[4]  
Ballini R, 1997, RRD ORG CHEM, V1, P11
[5]  
Ballini R, 1999, SYNLETT, P1009
[6]  
Ballini R, 1997, STUD NAT PROD CHEM, V19, P117
[7]  
Ballini R, 2001, SYNTHESIS-STUTTGART, P2003
[8]   CONJUGATED NITROALKENES - VERSATILE INTERMEDIATES IN ORGANIC-SYNTHESIS [J].
BARRETT, AGM ;
GRABOSKI, GG .
CHEMICAL REVIEWS, 1986, 86 (05) :751-762
[9]  
BAYADA A, 1994, J CHEM SOC DA, V21, P3107
[10]   DIMETHYLDIOXIRANE OXIDATION OF PRIMARY AMINES [J].
CRANDALL, JK ;
REIX, T .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (25) :6759-6764