Organocatalytic Asymmetric Construction of Tetrasubstituted Carbon Stereocenters Bearing Three Heteroatoms via Intramolecular Cyclization of Vinylidene ortho-Quinone Methide with Imidates was written by Tian, Yuhong;Wu, Fengdi;Jia, Shiqi;Gong, Xiangnan;Mao, Hui;Wang, Pengfei;Qin, Wenling;Yan, Hailong. And the article was included in Organic Letters in 2022.Reference of 128-08-5 This article mentions the following:
Herein, an organocatalytic asym. protocol for the construction of naphtho[1′,2′:5,6][1,3]oxazino[3,4-a]indoles I (R1 = H, F, Cl, Br, CF3, R2 = H; R1 = H, R2 = Cl, MeO; R3 = H, MeO, Et, Br, 4-i-PrC6H4, R4 = H; R3 = H, R4 = Br; R5 = Me, Et; R6 = Me, i-Pr, n-Pr, Ph) containing tetrasubstituted carbon stereocenters is reported. The reaction proceeds via the enantioselective intramol. cyclization reaction of vinylidene ortho-quinone methides with imidates to form pentacyclic heterocycles. The formed tetrasubstituted carbon center is stable at a high temperature and under the conditions for further transformations. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Reference of 128-08-5).
1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Reference of 128-08-5
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary