Divergent Strategies for the π-Extension of Heteroaryl Halides Using Norbornadiene as an Acetylene Synthon was written by Jeong, Siyeon;Kim, Eunmin;Kim, Minkyu;Hwang, Ye Ji;Padhi, Birakishore;Choi, Jonghoon;Lee, Yunho;Joo, Jung Min. And the article was included in Organic Letters in 2020.Product Details of 1826-13-7 This article mentions the following:
Pd-catalyzed multicomponent coupling reactions of five-membered heteroaryl halides and norbornadiene (NBD) were developed. Either direct addition of (benzo)azoles or 2:1 annulation was achieved depending on the propensity of the intermediate complex to undergo palladacycle formation, determined by the nature and substitution pattern of the heteroarene. The obtained exo- and cis-diheteroaryl norbornenes underwent epimerization and retro-Diels-Alder reactions to afford the corresponding trans-isomers and π-extended heteroaromatic systems, resp., demonstrating the versatility of NBD as an acetylene synthon. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Product Details of 1826-13-7).
5-Phenylthiazole (cas: 1826-13-7) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Product Details of 1826-13-7
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica