A NEW, HIGHLY EFFICIENT SYNTHESIS OF CONJUGATED NITROCYCLOALKENES

被引:22
作者
BALLINI, R
PALESTINI, C
机构
[1] Dipartimento di Scienze Chimiche dell'Università, I-62032 Camerino
关键词
D O I
10.1016/S0040-4039(00)77291-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Sodium borohydride reduction of alpha-nitrocycloalkanones and successive dehydration of the obtained beta-nitroalkanols, by acetylation and dehydroacetylation with basic alumina/DMAP, in refluxing dichloromethane, affords, in one-pot procedure, conjugated nitrocycloalkenes.
引用
收藏
页码:5731 / 5734
页数:4
相关论文
共 30 条
[11]   ALPHA-NITRO KETONES .6. SYNTHESIS AND CONFORMATION OF 2-METHYL-2-NITRO-CYCLOHEXANONE, CIS-6-METHYL-2-NITROCYCLOHEXANONE AND TRANS-6-METHYL-2-NITRO-, AND CIS-2,6-DIMETHYL-2-NITROCYCLOHEXANONE AND TRANS-2,6-DIMETHYL-2-NITROCYCLOHEXANONE [J].
DAMPAWAN, P ;
ZAJAC, WW .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (07) :1176-1181
[12]   INTERMOLECULAR AND INTRAMOLECULAR [4+2] CYCLOADDITIONS OF NITROALKENES WITH OLEFINS - 2-NITROSTYRENES [J].
DENMARK, SE ;
KESLER, BS ;
MOON, YC .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (18) :4912-4924
[13]  
FISHER RH, 1981, SYNTHESIS-STUTTGART, P261
[14]  
HAYAMA T, 1982, TETRAHEDRON LETT, V23, P4733, DOI 10.1016/S0040-4039(00)85699-3
[15]   EFFICIENT FUNCTIONAL-GROUP TRANSFORMATIONS ON A CYCLIC NITROALKENE SYSTEM [J].
HWU, JR ;
WANG, N .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (06) :427-428
[16]   SYNTHESES AND SELECTED REDUCTIONS OF CONJUGATED NITROALKENES - A REVIEW [J].
KABALKA, GW ;
VARMA, RS .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1987, 19 (4-5) :283-328
[17]  
KNOCHEL P, 1982, SYNTHESIS-STUTTGART, P1017
[18]   SYNTHESIS AND REACTIONS OF SUBSTITUTED NITRO-ALLYLATING REAGENTS [J].
KNOCHEL, P ;
SEEBACH, D .
TETRAHEDRON LETTERS, 1982, 23 (38) :3897-3900
[19]   A CONVENIENT PREPARATION OF CONJUGATED NITRO OLEFINS BY ELECTROCHEMICAL METHOD [J].
KUNAI, A ;
YANAGI, Y ;
SASAKI, K .
TETRAHEDRON LETTERS, 1983, 24 (41) :4443-4444
[20]   NEW METHOD FOR DEHYDRATION OF NITRO ALCOHOLS [J].
MELTON, J ;
MCMURRY, JE .
JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (14) :2138-2139