Yuan, Wei-Cheng; Zuo, Jian; Yuan, Shu-Pei; Zhao, Jian-Qiang; Wang, Zhen-Hua; You, Yong published the artcile< Ring expansion and ring opening of 3-halooxindoles with N-alkoxycarbonyl-O-tosylhydroxylamines for divergent access to 4-aminoquinolin-2-ones and N-Cbz-N'-arylureas>, SDS of cas: 20870-77-3, the main research area is benzyl oxo aryl dihydroquinolinyl carbamate preparation green chem; benzylidene oxo dihydroquinazoline carboxylate benzyl preparation green chem; benzyloxycarbonyl aryl acetyl phenyl urea preparation green chem; halooxindole alkoxycarbonyl tosylhydroxylamine ring expansion opening.
A divergent method for ring expansion and ring opening of 3-halooxindoles I (X = Cl, Br; R = H, 5-Me, 4-Cl, 5-Br; R1 = H, 3-methylphenyl, ethoxycarbonyl, naphthalen-1-yl, furan-2-yl, etc.) has been developed. Under mild base-mediated conditions, 3-halooxindoles I generate indolones II in situ, which then react smoothly with N-alkoxycarbonyl-O-tosylhydroxylamines R2NH-OTs (R2 = Cbz, Boc) to give 4-aminoquinolin-2-ones III (R3 = H, 6-Me, 5-Cl, 6-Br) and N-Cbz-N’-arylureas IV and V (R4 = H, 4-Me, 4-Br) in good to excellent yields via ring expansion and opening pathways, resp. This protocol is characterized by easy availability of substrates, user-friendly reaction conditions, broad functional group tolerance, and a simple operation procedure.
Organic Chemistry Frontiers published new progress about Benzylidene compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, SDS of cas: 20870-77-3.
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