Qi, Lin-Jun; Shi, Chong-Yang; Chen, Peng-Fei; Li, Long; Fang, Gang; Qian, Peng-Cheng; Deng, Chao; Zhou, Jin-Mei; Ye, Long-Wu published the artcile< Gold-Catalyzed 1,1-Carboalkoxylation of Oxetane-Ynamides via Exocyclic Metal Carbenes: Divergent and Atom-Economical Synthesis of Tricyclic N-Heterocycles>, SDS of cas: 20776-50-5, the main research area is tricyclic nitrogen heterocycle preparation; ynamide oxetane preparation carboxylation gold catalyst.
Here, an unprecedented gold-catalyzed 1,1-carboalkoxylation of ynamides I (R1 = H, 4-Br, 5-Cl, 4-OMe, etc.; R2 = Ph, Me, 2-thienyl, etc.; R3 = Ts, Ms, benzenesulfonyl, etc.) for the generation of exocyclic gold carbenes via exo-cyclization under room temp was reported. Subsequent 1,2-N-migration and 1,2-H-migration into the gold carbenes lead to the divergent and atom-economical synthesis of valuable tetrahydrofuran-fused 1,4-dihydroquinolines II (R1 = H, 8-Br, 7-Cl, 8-OMe, etc.) and furoindolines III (R4 = H, 5-Br, 6-F, 5-OMe, etc.; R5 = Me, Et, n-Pr, etc.). Moreover, the asym. synthesis of these tricyclic N-heterocycles e.g., IV can be achieved by a chirality-transfer strategy, and the possibility of enantioselective cyclization via chiral gold-catalyzed kinetic resolution also emerges. In addition, the mechanistic rationale for this 1,1-carboalkoxylation, in particular accounting for the distinct migration into gold carbenes, is also strongly supported by theor. calculations
ACS Catalysis published new progress about Alkoxycarbonylation. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, SDS of cas: 20776-50-5.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary