Reductive cyclization of nitro and azide compounds with aldehydes and ketones promoted by metallic samarium and catalytic amount of iodine

被引:85
作者
Su, WK [1 ]
Yang, BB [1 ]
机构
[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China
关键词
D O I
10.1071/CH02117
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reductive cyclization of nitro and azide compounds was discussed. The cyclization was done with aldehydes and ketones which is promoted by metallic samarium and catalytic amount of iodine. Results showed that three equivalents of samarium were required when the substrate was a nitro compound and one equivalent of samarium was needed for the azide compounds.
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收藏
页码:695 / 697
页数:3
相关论文
共 28 条
[1]   A facile reduction of aromatic nitro compounds to aromatic amines by samarium and iodine [J].
Banik, BK ;
Mukhopadhyay, C ;
Venkatraman, MS ;
Becker, FF .
TETRAHEDRON LETTERS, 1998, 39 (40) :7243-7246
[2]  
BHALLA PR, Patent No. 4431440
[3]  
BIRESSI MG, 1969, FARMACO-ED SCI, V24, P199
[4]   ATOM TRANSFER CYCLIZATION REACTIONS OF HEX-5-YNYL IODIDES - SYNTHETIC AND MECHANISTIC STUDIES [J].
CURRAN, DP ;
CHEN, MH ;
KIM, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (16) :6265-6276
[5]  
FUKUZAWA S, 1993, SYNLETT, P803
[6]   DIVALENT LANTHANIDE DERIVATIVES IN ORGANIC-SYNTHESIS .1. MILD PREPARATION OF SMI2 AND YBI2 AND THEIR USE AS REDUCING OR COUPLING AGENTS [J].
GIRARD, P ;
NAMY, JL ;
KAGAN, HB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (08) :2693-2698
[7]   SAMARIUM DIIODIDE INDUCED RING ENLARGEMENT OF AZIDOCYCLODODECANONES TO VARIOUS MACROCYCLIC LACTAMS [J].
GOULAOUICDUBOIS, C ;
GUGGISBERG, A ;
HESSE, M .
TETRAHEDRON, 1995, 51 (44) :12035-12046
[8]   Antitumor 2,3-dihydro-2-(aryl)-4(1H)-quinazolinone derivatives - Interactions with tubulin [J].
Hamel, E ;
Lin, CM ;
Plowman, J ;
Wang, HK ;
Lee, KH ;
Paull, KD .
BIOCHEMICAL PHARMACOLOGY, 1996, 51 (01) :53-59
[9]   Reduction of azides to amines with SmI2 or Cp(2)TiCl(2)-Sm system [J].
Huang, Y ;
Zhang, YM ;
Wang, YL .
SYNTHETIC COMMUNICATIONS, 1996, 26 (15) :2911-2915
[10]  
KAGAN HB, 1990, NEW J CHEM, V14, P453