Chiral Phosphoric Acid-Catalyzed Asymmetric Arylation of Indolizines: Atroposelective Access to Axially Chiral 3-Arylindolizines was written by Song, Xiaoxiao;Fan, Yanjun;Zhu, Zhiming;Ni, Qijian. And the article was included in Organic Letters in 2022.Electric Literature of C11H10BrNO2 The following contents are mentioned in the article:
A highly straightforward strategy for the synthesis of a new axially chiral 3-arylindolizine I (R = Me, Bn, n-Pr, etc.; R1 = H, 5-Me, 6-Cl, 8-F, etc.; R2 = 2-nitrophenyl, ethoxycarbonyl, (benzyloxy)carbonyl, etc.) and Et 3-[3,6-dihydroxy-2-(methoxycarbonyl)phenyl]indolizine-2-carboxylate scaffold via organocatalytic asym. arylation reactions of indolizinecarboxylates and p-quinone esters and Me 3,6-dioxocyclohexa-1,4-diene-1-carboxylate was reported. Using the chiral phosphoric acid catalyst, a series of axially chiral 3-arylindolizines I was accessed in good to excellent yields and atropo-enantioselectivities. This approach features a broad substrate scope, mild reaction conditions, good scalability, and facile derivatization. Moreover, preliminary investigations based on nonlinear effects and a thermal racemization study demonstrated the intrinsic pathway for the formation of axial chirality and its potential utility. This study involved multiple reactions and reactants, such as Ethyl 6-bromoindolizine-2-carboxylate (cas: 1251014-35-3Electric Literature of C11H10BrNO2).
Ethyl 6-bromoindolizine-2-carboxylate (cas: 1251014-35-3) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Electric Literature of C11H10BrNO2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary