Regioselective synthesis and stereochemical structure of 1,2,8,9,13-pentaazadispiro[4.1.4.3]tetradeca-2,9-dien-6-ones

被引：0
|
作者：
Girgis, AS [1 ]
机构：
[1] Natl Res Ctr, Dept Pesticide Chem, Cairo 12622, Egypt
来源：
JOURNAL OF CHEMICAL RESEARCH-S | 2006年 / 02期
关键词：
1,2,8,9,13-pentaazadispiro[4.1.4.3]tetradeca-2,9-dien-6-ones; 3,5-bis(arylmethylene)-4-piperidinones; nitrilimines; 1,3-dipolar cycloaddition reactions;
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A facile regioselective synthetic approach towards 1,3,4,8,10,11-hexaaryl-13-methyl-1,2,8,9,13-pentaazadispiro [4.1.4.3]tetradeca-2,9-dien-6-ones 3a-g was achieved through the reaction of 3,5-bis(arylmethylene)-1-methyl-4-piperidinones 1a-f with nitrilimines (generated in situ by triethylamine dehydrohalogenation of the corresponding hydrazonoyl chlorides 2a,b). The stereochemical configuration of the isolated products was established to be 4S, 5R, 7R, 11S based on a single crystal X-ray diffraction study of 3b.
引用
收藏
页码：127 / 129
页数：3
相关论文
共 50 条
  • [1] Regioselective synthetic approaches towards 1,2,8,9-tetraazadispiro[4.1.4.3]tetradeca-2,9-dien-6-ones
    Girgis, AS
    Ibrahim, YA
    Mishriky, N
    Lisgarten, JN
    Potter, BS
    Palmer, RA
    TETRAHEDRON, 2001, 57 (10) : 2015 - 2019
  • [2] Regioselective synthetic approaches towards 1,2,8,9-tetraazadispiro[4.1.4.2]trideca-2,9-dien-6-ones of potential antimicrobial properties
    Girgis, Adel S.
    Barsoum, Flora F.
    Samir, Ahmed
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (06) : 2447 - 2451
  • [3] 3,10-bis(2,6-dichlorophenyl)-4,11-diphenyl-1,8-dioxa-2,9-diazadispiro[4.1.4.3]tetradeca-2,9-dien-6-one
    Li, XF
    Feng, YQ
    Gao, B
    Li, N
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2003, 59 : O1638 - O1639
  • [4] Reaction of substituted 1,2,8,9-tetraazadispiro[4.1.4.3]tetradeca-1,8-dien-6-ones and 1,2,8,9-tetraazadispiro[4.1.4.2]trideca-1,8-dien-6-ones with chlorine
    A. P. Molchanov
    A. A. Eremeeva
    J. Kopf
    R. R. Kostikov
    Chemistry of Heterocyclic Compounds, 2008, 44 : 435 - 441
  • [5] Reaction of substituted 1,2,8,9-tetraazadispiro[4.1.4.3]tetradeca-1,8-dien-6-ones and 1,2,8,9-tetraazadispiro[4.1.4.2]trideca-1,8-dien-6-ones with chlorine
    Molchanov, A. P.
    Eremeeva, A. A.
    Kopf, J.
    Kostikov, R. R.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2008, 44 (04) : 435 - 441
  • [6] 4,11-bis(4-methoxyphenyl)-3,10-bis(2,6-dichlorophenyl)-1,8-dioxa-2,9-diazadispiro[4.1.4.3]tetradeca-2,9-dien-6-one-chloroform-methanol (2/2/1)
    Li, XF
    Feng, YQ
    Gao, B
    Li, N
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2003, 59 : O1626 - O1627
  • [7] 13-Benzyl-3,10-bis(2,6-dichlorophenyl)-4,11-diphenyl-1,8-dioxa-2,9,13-triaza-dispiro[4.1.4.3]tetradeca-2,9-dien-6-one chloroform solvate
    Li, XF
    Feng, YQ
    Hu, XF
    Xu, M
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2003, 59 : O797 - O798
  • [8] 13-benzyl-4,11-bis-(4-chlorophenyl)-3,10-bis(2,6-dichlorophenyl)-1,8-dioxa-2,9,13-triazadispiro[4.1.4.3]tetradeca-2,9-dien-6-one chloroform solvate
    Li, XF
    Feng, YQ
    Gao, B
    Li, N
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2003, 59 : O1814 - O1816
  • [9] Facile regioselective synthesis of 1,2,6,8-tetraazaspiro[4.4]nona-2,6-dien-9-ones
    Girgis, AS
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2000, 55 (02): : 222 - 226
  • [10] Facile regioselective synthesis of 1,2,6,8-tetraazaspiro[4.4]nona-2,6-dien-9-ones
    Girgis, Adel S.
    Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2000, 55 (02): : 222 - 226
12345