Synthesis of 2-(polyhydroxy)alkyl- and 2-(6-adenosinyl)benzisoselenazol-3(2H)-ones

被引：2

作者：

Osajda, M ^{[1
]}

Mlochowski, J ^{[1
]}

机构：

[1] Wroclaw Univ Technol, Inst Organ Chem Biochem & Biotechnol, PL-50370 Wroclaw, Poland

来源：

SYNTHETIC COMMUNICATIONS | 2003年 / 33卷 / 08期

关键词：

2-(chloroseleno)benzoyl chloride; benzisoselenazol-3(2H)-ones; nucleosides; polyols; selenium compounds;

D O I：

10.1081/SCC-120018689

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient method for synthesis of benzisoselenazol-3(2H)-ones substituted on the nitrogen atom with (polyhydroxy)alkyl or adenosinyl group is presented. It is based on the tandem acylationselenenylation of primary amino group in aminopolyols or adenosine with 2-(chloroseleno)benzoyl chloride. The process is selective because oxygen nucleophiles (hydroxy groups) remained unreactive in the reaction conditions.

引用

页码：1301 / 1307

页数：7

共 16 条

[1] New 3′-deoxythymidines bearing a nucleophilic 3′-substituent [J].

Belostotskii, AM ;

Keren-Yeshuah, H ;

Lexner, J ;

Hassner, A .

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2001, 20 (1-2) :93-101

[2]

GIURG M, 2002, J POLISH J CHEM, P537

[3]

Kloc K, 1999, EUR J ORG CHEM, V1999, P67, DOI 10.1002/(SICI)1099-0690(199901)1999:1<67::AID-EJOC67>3.0.CO

[4]

2-Q

[5] Synthesis of 2-acyl- and 2-sulfonylbenzisoselen-azol-3(2H)-ones [J].

Mhizha, S ;

Mlochowski, J .

SYNTHETIC COMMUNICATIONS, 1997, 27 (02) :283-291

[6] Benzisoselenazol-3(2H)-ones and bis(2-carbamoyl)phenyl diselenides as new catalysts for hydrogen peroxide oxidation of organic compounds [J].

Mlochowski, J ;

Giurg, M ;

Kubicz, E ;

Said, SB .

SYNTHETIC COMMUNICATIONS, 1996, 26 (02) :291-300

[7] A H-1, C-13, N-15 AND SE-77 NMR-STUDY OF 3 ORGANOSELENIUM COMPOUNDS [J].

MLOCHOWSKI, J ;

SYPER, L ;

STEFANIAK, L ;

DOMALEWSKI, W ;

SCHILF, W ;

WEBB, GA .

JOURNAL OF MOLECULAR STRUCTURE, 1992, 268 (1-3) :311-314

[8]

Mlochowski J, 1996, LIEBIGS ANN, P1751

[9]

MLOCHOWSKI J, 1993, LIEBIGS ANN CHEM, P1239

[10] Chemistry of biologically important synthetic organoselenium compounds [J].

Mugesh, G ;

du Mont, WW ;

Sies, H .

CHEMICAL REVIEWS, 2001, 101 (07) :2125-2179

← 1 2 →