An efficient catalytic deprotection of thioacetals employing bismuth triflate:: synthesis of pyrrolo[2,1-c] [1,4] benzodiazepines

被引:41
作者
Kamal, A [1 ]
Reddy, PSMM [1 ]
Reddy, DR [1 ]
机构
[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
关键词
D O I
10.1016/S0040-4039(03)00437-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and efficient deprotection of thioacetals has been achieved by employing bismuth triflate. This method has been effectively employed in the preparation of DNA-binding pyrrolo[2,1-c] [1,4]benzodiazepine and its dimers. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2857 / 2860
页数:4
相关论文
共 30 条
  • [1] [Anonymous], CHEM ARSENIC ANTIMON
  • [2] TOTAL SYNTHESIS OF (+-)-TRICHODERMIN
    COLVIN, EW
    RAPHAEL, RA
    ROBERTS, JA
    [J]. JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (15): : 858 - &
  • [3] COPPOLA GM, 1984, SYNTHESIS-STUTTGART, P1021
  • [4] OXIDATIVE HYDROLYSIS OF 1,3-DITHIANE DERIVATIVES TO CARBONYL COMPOUNDS USING N-HALOSUCCINIMIDE REAGENTS
    COREY, EJ
    ERICKSON, BW
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (23) : 3553 - &
  • [5] ELLISON RA, 1975, TETRAHEDRON LETT, P499
  • [6] ALDEHYDES AND KETONES FROM THIOACETALS
    FETIZON, M
    JURION, M
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1972, (07) : 382 - &
  • [7] FIESER LF, 1969, REAGENTS ORGANIC SYN, V2, P182
  • [8] FIESER LF, 1967, REAGENTS ORGANIC SYN, V1, P654
  • [9] GREEN TW, 1999, PROTECTIVE GROUPS OR
  • [10] Design, synthesis, and evaluation of a novel pyrrolobenzodiazepine DNA-interactive agent with highly efficient cross-linking ability and potent cytotoxicity
    Gregson, SJ
    Howard, PW
    Hartley, JA
    Brooks, NA
    Adams, LJ
    Jenkins, TC
    Kelland, LR
    Thurston, DE
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (05) : 737 - 748