Benzotriazol-1-yl-sulfonyl Azide for Diazotransfer and Preparation of Azidoacylbenzotriazoles

被引:52
作者
Katritzky, Alan R. [1 ]
El Khatib, Mirna [1 ]
Bol'shakov, Oleg [1 ]
Khelashvili, Levan [1 ]
Steel, Peter J. [2 ]
机构
[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA
[2] Univ Canterbury, Dept Chem, Christchurch 1, New Zealand
关键词
C-H ACTIVATION; DIAZO-TRANSFER; ARYL AZIDES; AMINO-ACIDS; BENZENESULFONYL AZIDE; ORGANIC-SYNTHESIS; EFFICIENT; REAGENT; ACYLBENZOTRIAZOLES; DIHYDROXYLATION;
D O I
10.1021/jo101296s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Benzotriazol-1-yl-sulfonyl azide, a new crystalline, stable, and easily available diazotransfer reagent provides N-(alpha-azidoacyl)benzotriazoles convenient for N-, O-, C- and S-acylations. The efficient syntheses of various amides, azido protected peptides, esters, ketones and thioesters is reported together with a wide range of azides (including alpha-azido acids from alpha- amino acids in partially aqueous conditions) and diazo compounds.
引用
收藏
页码:6532 / 6539
页数:8
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