Synthesis of 1, 2, 4-Triazoles and Thiazoles from Thiosemicarbazide and its Derivatives

[4-(4-Methoxyphenyl)-2-(pyridin-3-yl)-1,3-thiazol-5-yl][4-(trifluoromethyl)phenyl]methanone

“…For biological and other properties of thiazoles, see: Mustafa et al (2004); Sperry & Wright (2005); Zagade & Senthilkumar (2011); Narender et al (2005). For the crystal structure of a related compound, see: Lu et al (2006).…”

“…Thiazoles are used in the synthesis of various drugs (Mustafa et al, 2004;Sperry et al, 2005), for the treatment of inflammation, hypertension, HIV infection, and as herbicides and fungicides (Zagade et al, 2011;Narender et al, 2005).…”

Recent Advances in Biomimetic Synthesis Involving Cyclodextrins

“…Thio amide can a l s o b e r e p l a c e d b y t h i o u r e a o r a m m o n i u m dithiocarbamate, or dithiocarbamate, or dithiocarbamic acid or mono thio-carbamic acid or it's o-esters. Based on Hantzsch concept, some newer methods, such as cycloaddition of tosylmethyl isocyanide to thione derivatives (Bergstrom et al, 1994), oxidation of thiazoline and thiazolidine ring systems (Martin & Hu, 1999), the Ugi reaction (Kazmaier & Ackermann, 2005) and others (Mustafa et al, 2004), have been developed. Other methodologies developed include Pd-mediated coupling process (Sapountzis et al, 2005;Lipshutz et al, 2004;Nicolaou et al, 1999), nucleophilic reactions of Lithiothiazoles (Dondoni, 1998), solid supported synthesis to generate small organic molecule libraries (Kazzouli et al, 2002) and solution phase preparation of 2-aminothiazole combinatorial libraries (Bailey et al, 1996).…”

The rapid generation of isothiocyanates in flow

“…However, despite the breadth of chemistries already explored there are certain functional transformations notably absent, one particular class of important building blocks which has received less attention are isothiocyanates. These species are widely utilised as valuable starting materials for many thiourea-based organocatalysts [24–26], numerous heterocyclic entities [27–29] as well as important entry points towards other key functional groups such as isocyanides [30–31], guanidines [32–33] and thiosemicarbazides [34]. Due to the limited commercial availability of diversely functionalised isothiocyanates chemists normally pursue a de novo synthesis, which most commonly involves the condensation of an amine with thiophosgene or carbon disulfide [35–36], both reagents causing safety concerns due to the formation of toxic, malodorous and/or extremely corrosive byproducts (Scheme 1).…”