116524-14-2Relevant articles and documents
Copper-Catalyzed Synthesis of β- And δ-Carbolines by Double N-Arylation of Primary Amines
Van Phuc, Ban,Do, Ha Nam,Quan, Nguyen Minh,Tuan, Nguyen Ngoc,An, Nguyen Quang,Van Tuyen, Nguyen,Anh, Hoang Le Tuan,Hung, Tran Quang,Dang, Tuan Thanh,Langer, Peter
, p. 1004 - 1008 (2021/04/12)
Two efficient and practical approaches are reported for the synthesis of β- and δ-carbolines from 3,4-dibromopyridine. The synthesis is based on site-selective Cu-catalyzed double C-N coupling reactions and subsequent annulations by twofold Pd-catalyzed C-N coupling with amines.
Synthesis and structure-activity relationships of N2-alkylated quaternary β-carbolines as novel antitumor agents
Zhang, Guoxian,Cao, Rihui,Guo, Liang,Ma, Qin,Fan, Wenxi,Chen, Xuemei,Li, Jianru,Shao, Guang,Qiu, Liqin,Ren, Zhenghua
, p. 21 - 31 (2013/10/01)
A series of novel N2-alkylated quaternary β-carbolines was synthesized by modification of position-1, 2, 7 and 9 of β-carboline nucleus with various alkyl and arylated alkyl substituents, and their cytotoxic activities in vitro and antitumor potencies in mice were evaluated. Compound 3m was found to be the most potent antitumor agent. SARs analysis revealed that (1) the substituents in position-2 and 9 of β-carboline nucleus played a vital role in modulation of antitumor activity; (2) the benzyl and 3-phenylpropyl substituents in position-2 and 9 of β-carboline ring were the optimal substituents giving rise to significant antitumor agent. These compounds might be a novel promising class of antitumor agents with clinical development potential.
Synthetic studies on indoles and related compounds. XXVI. The debenzylation of protected indole nitrogen with aluminum chloride. (2)
Watanabe,Kobayashi,Nishiura,Takahashi,Usui,Kamiyama,Mochizuki,Noritake,Yokoyama,Murakami
, p. 1152 - 1156 (2007/10/02)
A new debenzylation method using aluminum chloride in benzene or anisole, which had been developed by us for N-benzyl-2-acyl- and -2-ethoxycarbonylindoles, was applied to benzyl derivatives of other types of indoles and related compounds. Among them, N-benzyl derivatives of fully aromatized indoles, carbazoles and β-carbolines, and some benzamides were debenzylated successfully, whereas those of oxindoles and heterocyclic amides were not. As to the effect of a p-substituent on the benzyl group, it was found that an electron-donating substituent accelerates deprotection, whereas an electron-attracting substituent delays or prevents deprotection.
