beta-lactams by a nickel powder acetic acid mediated radical cyclisation

被引:33
|
作者
QuicletSire, B
Saunier, JB
Zard, SZ
机构
[1] CNRS,INST CHIM SUBST NAT,F-91198 GIF SUR YVETTE,FRANCE
[2] ECOLE POLYTECH,CNRS,ORGAN SYNTH LAB,F-91128 PALAISEAU,FRANCE
关键词
D O I
10.1016/0040-4039(96)00033-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Ethenyl trichloroacetamides undergo a radical cyctisation to give beta-lactams and in some cases gamma-lactams when exposed to nickel powder and acetic acid in refluxing 2-propanol.
引用
收藏
页码:1397 / 1400
页数:4
相关论文
共 50 条
  • [41] TRANSFERABLE PLASMID-MEDIATED MULTIRESISTANCE INVOLVING THE NEWER BETA-LACTAMS IN A CLINICAL STRAIN OF ENTEROBACTER-CLOACAE
    LELEKIS, M
    TOLI, B
    KANELLAKOPOULOU, K
    GIAMARELLOU, H
    JOURNAL OF CHEMOTHERAPY, 1993, 5 : 290 - 291
  • [42] THE ASYMMETRIC-SYNTHESIS OF NOVEL TIN-FUNCTIONALIZED CARBAPENAM SYSTEMS THROUGH RADICAL CYCLIZATION OF ENYNE BETA-LACTAMS
    ALCAIDE, B
    BENITO, JL
    RODRIGUEZCAMPOS, IM
    RODRIGUEZLOPEZ, J
    RODRIGUEZVICENTE, A
    SIERRA, MA
    GARCIAGRANDA, S
    GUTIERREZRODRIGUEZ, A
    TETRAHEDRON-ASYMMETRY, 1995, 6 (05) : 1055 - 1058
  • [43] SULFUR-DIRECTED REGIOSELECTIVE RADICAL CYCLIZATION LEADING TO BETA-LACTAMS - FORMAL SYNTHESIS OF (+/-)-PS-5 AND (+)-THIENAMYCIN
    ISHIBASHI, H
    KAMEOKA, C
    IRIYAMA, H
    KODAMA, K
    SATO, T
    IKEDA, M
    JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (05): : 1276 - 1284
  • [44] HIGHLY ENANTIOSELECTIVE AND DIASTEREOSELECTIVE SYNTHESIS OF BETA-AMINO ACID-ESTERS AND BETA-LACTAMS FROM ACHIRAL ESTERS AND IMINES
    COREY, EJ
    DECICCO, CP
    NEWBOLD, RC
    TETRAHEDRON LETTERS, 1991, 32 (39) : 5287 - 5290
  • [45] SYNTHESIS OF BETA-LACTAMS BY MEANS OF SULFUR-CONTROLLED REGIOSELECTIVE RADICAL CYCLIZATIONS OF N-ETHENYL-ALPHA-BROMOALKANAMIDES
    ISHIBASHI, H
    KAMEOKA, C
    YOSHIKAWA, A
    UEDA, R
    KODAMA, K
    SATO, T
    IKEDA, M
    SYNLETT, 1993, (09) : 649 - 650
  • [46] REAGENTS AND SYNTHETIC METHODS .58. SYNTHESIS OF BETA-LACTAMS FROM ACETIC-ACIDS AND IMINES PROMOTED BY VILSMEIER TYPE REAGENTS
    ARRIETA, A
    LECEA, B
    PALOMO, C
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (04): : 845 - 850
  • [47] REAGENTS AND SYNTHETIC METHODS .47. SYNTHESIS OF BETA-LACTAMS FROM ACETIC-ACIDS AND IMINES INDUCED BY PHENYL DICHLOROPHOSPHATE REAGENT
    ARRIETA, A
    COSSIO, FP
    PALOMO, C
    TETRAHEDRON, 1985, 41 (09) : 1703 - 1712
  • [48] STEREOSELECTIVE SYNTHESIS OF MONOCYCLIC BETA-LACTAMS FROM THE REACTION OF ACID-CHLORIDES MIXED ANHYDRIDES WITH SUBSTITUTED IMINES
    SHARMA, SD
    KAUR, S
    MEHRA, U
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1986, 25 (02): : 141 - 144
  • [49] Stereoselective one-pot synthesis of beta-lactams by Lewis acid promoted condensation of silylketene thioacetals with imines
    Annunziata, R
    Cinquini, M
    Cozzi, F
    Molteni, V
    Schupp, O
    TETRAHEDRON, 1996, 52 (07) : 2573 - 2582
  • [50] MICROWAVE-INDUCED SODIUM-METHOXIDE-MEDIATED MOLECULAR REARRANGEMENTS OF beta-LACTAMS TO 3-SUBSTITUTED PYRROLIDINES
    Banik, Indrani
    Samajdar, Susanata
    Banik, Bimal K.
    HETEROCYCLIC LETTERS, 2011, 1 : 65 - 68