81602-60-0Relevant academic research and scientific papers
A Cascade Suzuki-Miyaura/Diels-Alder Protocol: Exploring the Bifunctional Utility of Vinyl Bpin
Cain, David L.,McLaughlin, Calum,Molloy, John J.,Carpenter-Warren, Cameron,Anderson, Niall A.,Watson, Allan J. B.
supporting information, p. 787 - 791 (2019/04/25)
Cascade reactions are an important strategy in reaction design, allowing streamlining of chemical synthesis. Here we report a cascade Suzuki-Miyaura/Diels-Alder reaction, employing vinyl Bpin as a bifunctional reagent in two distinct roles: as an organoboron nucleo phile for cross-coupling and as a Diels-Alder dienophile. Merging these two reactions enables a rapid and operationally simple synthesis of functionalized carbocycles in good yield. The effect of the organoboron subtype on Diels-Alder regioselectivity was investigated and postsynthetic modifications were carried out on a model substrate. The potential for a complementary Heck/Diels-Alder process was also assessed.
One-Pot Strategy for Thiazoline Synthesis from Alkenes and Thioamides
Alom, Nur-E,Wu, Fan,Li, Wei
supporting information, p. 930 - 933 (2017/02/26)
A convenient synthesis of a privileged pharmaceutical motif, thiazoline is accomplished. This reaction utilizes simple and readily available alkene and thioamide substrates in an intermolecular fashion via a simple one-pot procedure. A wide range of functional groups is tolerated, and the thiazoline product has been further utilized for the synthesis of the corresponding β-aminothiol and thiazole from routine hydrolysis and oxidation protocols.
One-pot synthesis of substituted styrenes from vicinal dibromoalkanes and arylboronic acids
Tikhonov,Vasil'ev,Chirskaya,Struchkova,Merkulova,Zlotin
, p. 122 - 129 (2008/02/08)
Dehydrobromination of vicinal dibromoalkanes in systems comprising 1,2-dimethoxy-ethane, N-butyl-N′-methylimidazolium tetrafluoroborate (or tetrabutylammonium bromide), and a base with subsequent palladium-catalyzed cross-coupling of the thus formed bromoalkenes with arylboronic acids furnished substituted styrenes. Springer Science+Business Media, Inc. 2007.
