Copper-Catalyzed Consecutive Ullmann, Decarboxylation, Oxidation, and Dehydration Reaction for Synthesis of Pyrrolo or Pyrido[1,2-a]imidazo[1,2-c]quinazolines

被引:5
作者
Jiang, Weidong [1 ]
Li, Ye [1 ]
Liu, Jian-Quan [1 ]
Wang, Xiang-Shan [1 ]
机构
[1] Jiangsu Normal Univ, Sch Chem & Mat Sci, Jiangsu Key Lab Green Synth Funct Mat, Xuzhou 221116, Jiangsu, Peoples R China
关键词
QUINAZOLIN-4(3H)-ONES; CANCER; CYCLIZATION; GEFITINIB; LAPATINIB; ERLOTINIB; ANALOGS; DESIGN; IODINE; SALTS;
D O I
10.1021/acs.orglett.3c01873
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A protocolfor a copper-catalyzed intermolecular cross-couplingcascade between 2-(2-bromoaryl)-1H-benzo[d]imidazole analogues and proline or pipecolic acid hasbeen developed. The developed protocol allows access to a varietyof synthetically useful N-fused pyrrolo or pyrido[1,2-a]imidazo[1,2-c]quinazoline scaffolds withhigh efficiency and good functional group compatibility. Proline orpipecolic acid plays a dual role in the reaction: as ligand and reactants.A mechanistically consecutive approach for the Ullmann coupling, decarboxylation,oxidation, and dehydration reaction process was presented.
引用
收藏
页码:5123 / 5127
页数:5
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