Solid phase heterocyclic chemistry

被引:249
作者
Krchnak, V [1 ]
Holladay, MW [1 ]
机构
[1] ChemRx Adv Technol Inc, Tucson, AZ 85747 USA
关键词
D O I
10.1021/cr010123h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A review is given of the methods for the traceless solid-phase synthesis of various heterocyclic compounds, whereby the presence of obvious traces of linkage to the solid support are eliminated. These approaches are organized into several distinct categories as follows: i) use of C-H linkers results in formation of a C-H bond in the seceding molecule during the cleavage step, ii) use of N-H linkers results in formation of an N-H bond in seceding molecule, iii) application of a cyclative cleavage strategy yields a newly formed C-N bond, and iiii) inducement of modifications to the target molecule during or after the cleavage step obscures or obliterates the previous point of attachment to the solid support.
引用
收藏
页码:61 / 91
页数:31
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共 153 条
[11]  
Bräse S, 2000, CHEM-EUR J, V6, P1899, DOI 10.1002/1521-3765(20000602)6:11<1899::AID-CHEM1899>3.0.CO
[12]  
2-M
[13]   Triazenes as robust and simple linkers for amines in solid-phase organic synthesis [J].
Bräse, S ;
Köbberling, J ;
Enders, D ;
Lazny, R ;
Wang, MF ;
Brandtner, S .
TETRAHEDRON LETTERS, 1999, 40 (11) :2105-2108
[14]  
Bräse S, 1998, ANGEW CHEM INT EDIT, V37, P3413, DOI 10.1002/(SICI)1521-3773(19981231)37:24<3413::AID-ANIE3413>3.0.CO
[15]  
2-K
[16]  
Bräse S, 1999, ANGEW CHEM INT EDIT, V38, P1071, DOI 10.1002/(SICI)1521-3773(19990419)38:8<1071::AID-ANIE1071>3.0.CO
[17]  
2-9
[18]  
BRASE S, COMMUNICATION
[19]  
BRASE S, 2000, CHIM OGGI CHEM TODAY, P1
[20]   Polymer-supported synthesis of regioregular head-to-tail-coupled oligo(3-arylthiophene)s utilizing a traceless silyl linker [J].
Briehn, CA ;
Kirschbaum, T ;
Bäuerle, P .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (02) :352-359