Chen, Weiliang; Xia, Yong; Lin, Lili; Yuan, Xiao; Guo, Songsong; Liu, Xiaohua; Feng, Xiaoming published the artcile< Asymmetric Synthesis of Furo[3,4-b]indoles by Catalytic [3+2] Cycloaddition of Indoles with Epoxides>, Application In Synthesis of 4771-48-6, the main research area is indole furan furoindole preparation; N,N′-dioxide-metal complex; asymmetric synthesis; epoxides; indoles.
A highly efficient N,N’-dioxide-nickel(II) catalyst system for the catalytic [3+2] cycloaddition of indoles with epoxides through C-C cleavage of oxiranes (i.e., epoxides) was accomplished under mild conditions. It provided a promising approach for chiral furo[3,4-b]indoles in up to 98% yield with up to 91% enantiomeric excess (ee) and >95:5 diastereomeric ratio (d.r.). Under optimized conditions the synthesis of the target compounds was achieved using (1R,1’R,2S,2’S)-1,1′-(1,3-propanediyl)bis[N-[2,4,6-tris(1-methylethyl)phenyl]-2-pyrrolidinecarboxamide] 1,1′-dioxide, perchloric acid nickel(2+) salt hexahydrate (nickel perchlorate hexahydrate) and 1,1,1-trifluoro-N-[(trifluoromethyl)sulfonyl]methanesulfonamide lithium salt (lithium triflimide) as ligand-catalyst combination. Starting materials included 3-(4-methylphenyl)-2,2-oxiranedicarboxylic acid di-Me ester and 1,3-dimethyl-1H-indole derivatives The title compounds thus formed included 1,3a,4,8b-tetrahydro-4,8b-dimethyl-1-(4-methylphenyl)-3H-furo[3,4-b]indole-3,3-dicarboxylic acid 3,3-di-Me ester and related substances.
Chemistry – A European Journal published new progress about [3+2] Cycloaddition reaction. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Application In Synthesis of 4771-48-6.
Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles