142506-35-2Relevant academic research and scientific papers
Catalyst-free, direct electrochemical synthesis of annulated medium-sized lactams through C-C bond cleavage
Ackermann, Lutz,Huang, Zhixing,Kuniyil, Rositha,Li, Yueheng,Ruan, Zhixiong,Xu, Zhongnan,Zhang, Chao
, p. 1099 - 1104 (2020)
A catalyst-free, direct electrochemical synthesis of synthetically challenging medium-sized lactams through C-C bond cleavage has been developed. In contrast to previous typical amidyl radical cyclization, this electrosynthetic approach enabled step-economical ring expansion through a unique remote amidyl migration under mild, metal- and external-oxidant-free conditions in a simple undivided cell. The strategy features unparalleled broad substrate scope with all ring sizes of (hetero)aryl-fused 8-11-membered rings and hetero atom-tethered rings, high yields, and good functional group tolerance. Our experimental and computational findings provided strong support for a SET-based reaction manifold.
Direct Photocatalytic Synthesis of Medium-Sized Lactams by C?C Bond Cleavage
Wang, Na,Gu, Qiang-Shuai,Li, Zhong-Liang,Li, Zhuang,Guo, Yu-Long,Guo, Zhen,Liu, Xin-Yuan
supporting information, p. 14225 - 14229 (2018/10/15)
Reported is a novel two-step ring-expansion strategy for expeditious synthesis of all ring sizes of synthetically challenging (hetero)aryl-fused medium-sized lactams from readily available 5–8-membered cyclic ketones. This step-economic approach features a remote radical (hetero)aryl migration from C to N under visible-light conditions. Broad substrate scope, good functional-group tolerance, high efficiency, and mild reaction conditions make this procedure very attractive. In addition, this method also provides expedient access to 13–15-membered macrolactams upon an additional one-step manipulation. Mechanistic studies indicate that the reaction involves an amidyl radical and is promoted by acid.
THE SYNTHESIS OF SPIROCYCLIC TRIAZOLOQUINOLINES AS POTENTIAL LIGANDS FOR THE BENZODIAZEPINE RECEPTOR
Reiter, Lawrence A.,Berg, Gary E.
, p. 771 - 780 (2007/10/02)
Two spirocyclic triazoloquinolines (1a and b) have been prepared as potential ligands for the benzodiazepine receptor.Both compounds were prepared using the strategy of doubly deprotonating an acetanilide derivative followed by reaction with
