Hydro-dediazoniation of diazonium salts using trichlorosilane:: new cleavage conditions for the T1 traceless linker

被引：41
作者：
Lormann, M [1 ]
Dahmen, S [1 ]
Bräse, S [1 ]
机构：
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
来源：
TETRAHEDRON LETTERS | 2000年 / 41卷 / 20期
关键词：
deamination; diazo compounds; linker; solid-phase synthesis; triazenes;
D O I：
10.1016/S0040-4039(00)00524-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient, selective cleavage of triazenes and in situ hydro-dediazoniation of the intermediately formed diazonium salts with trichlorosilane (HSiCl3) in liquid as well on solid phase is reported. Starting from anilines, attachment to solid support and subsequent cleavage gives rise to the corresponding unsubstituted arenes. This cleavage reagent is compatible with various functionalities (esters, amides, nitro groups, halides, aliphatic double and triple bonds). (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：3813 / 3816
页数：4
相关论文
共 28 条
  • [1] Bräse S, 1998, ANGEW CHEM INT EDIT, V37, P3413, DOI 10.1002/(SICI)1521-3773(19981231)37:24<3413::AID-ANIE3413>3.0.CO
  • [2] 2-K
  • [3] Bräse S, 1999, ANGEW CHEM INT EDIT, V38, P1071, DOI 10.1002/(SICI)1521-3773(19990419)38:8<1071::AID-ANIE1071>3.0.CO
  • [4] 2-9
  • [5] BRASE S, UNPUB
  • [6] Brase S., 1998, Angew. Chem. Int. Ed, V110, P3614
  • [7] BRASE S, 1999, P ECSOC 3 3 INT EL C
  • [8] BRASE S, 2000, IN PRESS CHEM EUR J
  • [9] Brase S., 1999, ANGEW CHEM, V111, P1139
  • [10] de Meijere A, 1999, ANGEW CHEM INT EDIT, V38, P3669, DOI 10.1002/(SICI)1521-3773(19991216)38:24<3669::AID-ANIE3669>3.0.CO
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