SYNTHESIS OF OXAZEPINONES FROM VINYLOXIRANES AND CHLOROSULFONYL ISOCYANATE

被引：3
|
作者：
DANIEL, J [1 ]
SHUKLA, D [1 ]
DHAR, DN [1 ]
机构：
[1] INDIAN INST TECHNOL, DEPT CHEM, KANPUR 208016, UTTAR PRADESH, INDIA
来源：
CHEMISTRY LETTERS | 1992年 / 08期
关键词：
D O I：
10.1246/cl.1992.1575
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A facile synthesis of oxazepinone derivatives is reported by the interaction of vinyloxiranes and chlorosulfonyl isocyanate. A 1,5 to 1,7 - dipolar rearrangement of the initially formed adduct, followed by ring closure is proposed.
引用
收藏
页码：1575 / 1578
页数：4
相关论文
共 50 条
  • [41] CYCLOADDITION OF INDENE WITH N-CHLOROSULFONYL ISOCYANATE
    DUNKELBLUM, E
    SHAVIV, A
    ISRAEL JOURNAL OF CHEMISTRY, 1972, 10 (05) : 971 - 973
  • [42] DIRECT CYANATION OF THE FURAN NUCLEUS BY CHLOROSULFONYL ISOCYANATE
    FLOYD, AJ
    KINSMAN, RG
    ROSHANALI, Y
    BROWN, DW
    TETRAHEDRON, 1983, 39 (23) : 3881 - 3885
  • [43] Kinetics and studies on the reaction of chlorosulfonyl isocyanate with monofluoroalkenes
    Horn, Parker C.
    Shellhamer, Dale F.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243
  • [44] A SIMPLE ROUTE FOR THE SYNTHESIS OF OXAZEPINE-2-ONE SYSTEMS USING CHLOROSULFONYL ISOCYANATE
    KUMAR, ES
    DHAR, DN
    SYNTHETIC COMMUNICATIONS, 1995, 25 (13) : 1939 - 1945
  • [45] An efficient synthesis of aminocyclopentitols via the stereoselective amination of polybenzyl ethers using chlorosulfonyl isocyanate
    Kim, In Su
    Li, Qing Ri
    Lee, Jae Koo
    Lee, Sang Hwi
    Lim, Jae Kyung
    Zee, Ok Pyo
    Jung, Young Hoon
    SYNLETT, 2007, (11) : 1711 - 1714
  • [46] SYNTHESIS OF OPTICALLY-ACTIVE SPIROHYDANTOINS BY ASYMMETRIC INDUCTION - HYDANTOIN FORMATION FROM AMINO NITRILES AND CHLOROSULFONYL ISOCYANATE
    SARGES, R
    HOWARD, HR
    KELBAUGH, PR
    JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (21): : 4081 - 4085
  • [47] ELECTROPHILIC ADDITION OF CHLOROSULFONYL ISOCYANATE TO KETONES - GENERAL SYNTHESIS OF BETA-KETO-NITRILES
    RASMUSSEN, JK
    HASSNER, A
    SYNTHESIS-STUTTGART, 1973, (11): : 682 - 682
  • [48] THE ADDITION OF CHLOROSULFONYL ISOCYANATE TO ALLENYL ACETATES - THE PREPARATION OF VERSATILE INTERMEDIATES FOR ANTIBIOTIC-SYNTHESIS
    BUYNAK, JD
    PAJOUHESH, H
    LIVELY, D
    RAMALAKSHMI, Y
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1984, 188 (AUG): : 117 - ORGN
  • [49] Stereoselective Amination of Chiral Benzylic Ethers Using Chlorosulfonyl Isocyanate: Total Synthesis of (+)-Sertraline
    Lee, Sang Hwi
    Kim, In Su
    Li, Qing Ri
    Dong, Guang Ri
    Jeong, Lak Shin
    Jung, Young Hoon
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (24): : 10011 - 10019
  • [50] THE ADDITION OF CHLOROSULFONYL ISOCYANATE TO AN ALLENYL ACETATE - THE PREPARATION OF A VERSATILE INTERMEDIATE FOR ANTIBIOTIC-SYNTHESIS
    BUYNAK, JD
    PAJOUHESH, H
    LIVELY, DL
    RAMALAKSHMI, Y
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (14) : 948 - 949
12345