Since the discovery of organic azides by Peter Griess more than 140 years ago, numerous syntheses of these energy-rich molecules have been developed. In more recent times in particular, completely new perspectives have been developed for their use in peptide chemistry, combinatorial chemistry, and heterocyclic synthesis. Organic azides have assumed an important position at the interface between chemistry, biology, medicine, and materials science. In this Review, the fundamental characteristics of azide chemistry and current developments are presented. The focus will be placed on cycloadditions (Huisgen reaction), aza ylide chemistry, and the synthesis of heterocycles. Further reactions such as the aza-Wittig reaction, the Sundberg rearrangement, the Staudinger ligation, the Boyer and Boyer-Aube rearrangements, the Curtius rearrangement, the Schmidt rearrangement, and the Hemetsberger rearrangement bear witness to the versatility of modern azide chemistry.

Organic Azides: An Exploding Diversity of a Unique Class of Compounds

Compounds, pharmaceuticals, kits and methods are provided for use with DPP-IV and other S9 proteases that comprise a compound comprising: 
wherein M is N or CR 4 ; Q 1 and Q 2 are each independently selected from the group consisting of CO, SO, SO 2 , and C═NR 9 ; and each L, X, R 1 , R 2 , and R 3 are as defined herein.

Dipeptidyl peptidase inhibitors

Seit der Entdeckung der organischen Azide vor uber einhundertvierzig Jahren durch Peter Gries wurde eine Reihe von Synthesen fur diese energiereichen Molekule entwickelt. In letzter Zeit haben sich vollig neue Perspektiven durch Anwendungen in der Peptidchemie, der kombinatorischen Chemie und der Heterocyclensynthese ergeben. Auf dem interdisziplinaren Gebiet zwischen Chemie, Biologie, Medizin und Materialwissenschaften nehmen organische Azide inzwischen einen wichtigen Raum ein. In diesem Aufsatz werden die Grundzuge der Azid-Chemie dargelegt und aktuelle Entwicklungen auf diesem Gebiet beleuchtet. Der Schwerpunkt liegt dabei auf Cycloadditionen (Huisgen-Reaktion), Aza-Ylidchemie und der Synthese von Heterocyclen. Weitere Reaktionen wie die Aza-Wittig-Reaktion, Sundberg-Umlagerung, Staudinger-Ligation, Boyer- und Boyer-Aube-Umlagerung, Curtius-Umlagerung, Schmidt-Umlagerung sowie die Hemetsberger-Umlagerung zeugen von der Vielfaltigkeit moderner Azid-Chemie.

Organische Azide – explodierende Vielfalt bei einer einzigartigen Substanzklasse

The sixth annual review provides an accounting of 388 chemical libraries reported in the year 2002. Libraries are segregated into 10 tables, providing a convenient reference to libraries published with and without accompanying biological data. Three tables inventory solid-phase reagents and scavengers, linkers, and polymer-supported chiral ligands.

Comprehensive survey of combinatorial library synthesis: 2002.

Solid-phase synthesis of biologically active benzoannelated nitrogen heterocycles: an update.

Solid-phase synthesis of quinazolin-4(3H)-ones with three-point diversity

A versatile method for the solid-phase synthesis of 2-aminoquinazoline-based derivatives, 3-substituted-3,4-dihydroquinazolin-2-amines and imidazoquinazolines, has been developed. They were obtained by treating the amino group of polymer-linked amino acids with 2-nitrobenzaldehyde followed by reduction of the nitro group to an amine. Cyclization of the resulting immobilized intermediates with cyanogen bromide followed by acidic/basic cleavage yielded the desired quinazoline-based compounds in high yields and purities.

Gaurav K. Srivastava

Papers

Solid-phase synthesis of quinazolin-4(3H)-ones with three-point diversity

Solid phase synthesis of 2-aminoquinazoline-based compounds.

Base catalyzed intramolecular transamidation of 2-aminoquinazoline derivatives on solid phase

Solid phase synthesis of 3,5-disubstituted oxazolidin-2-ones

Polyhydroxybutyrate biosynthesis from different waste materials, degradation, and analytic methods: a short review