Iodine-Mediated Oxidative Annulation by C-C Cleavage: A Domino Synthetic Approach to Quinazolinones and Benzo[4,5]imidazo[1,2-c]quinazolines

被引:5
作者
Donthiboina, Kavitha [1 ]
Mani, Geeta Sai [1 ]
Shankaraiah, Nagula [1 ]
Kamal, Ahmed [1 ,2 ]
机构
[1] NIPER Hyderabad, Dept Med Chem, Hyderabad 500037, Andhra Pradesh, India
[2] Jamia Hamdard, SPER, New Delhi 110062, India
关键词
Annulation; Benzimidazo-quinazolines; C-C bond cleavage; Cleavage reactions; Copper iodide; Domino process; I-2; Quinazolinones; ONE-POT SYNTHESIS; CARBON BOND-CLEAVAGE; CONTAINING HETEROCYCLES; O-AMINOBENZAMIDES; N-HETEROCYCLES; ACTIVATION; CHEMISTRY; CONSTRUCTION; AMINES; QUINAZOLIN-4(3H)-ONES;
D O I
10.1002/slct.202000682
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A facile iodine-mediated unprecedented C-C cleavage by employing CuI has been established towards the synthesis of quinazolin-4(3H)-ones and benzo[4,5]imidazo[1,2-c]quinazolines. This protocol involves peroxide free synthetic approach for the stable C-C bond cleavage followed by oxidative annulation to develop a library of fused N-heterocyclic molecules.
引用
收藏
页码:3923 / 3928
页数:6
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共 33 条
[31]   A Direct and an Efficient Regioselective Synthesis of 1,2-Benzothiazine 1,1-dioxides, β-Carbolinones, Indolo[2,3-c]pyran-1-ones, Indolo[3,2-c]pyran-1-ones, Thieno[2,3-c]pyran-7-ones and Pyrano[3',4':4,5]imidazo[1,2-a]pyridin-1-ones via Tandem Stille/Heterocyclization Reaction [J].
Jismy, Badr ;
Cherry, Khalil ;
Maaliki, Carine ;
Ngi, Samuel Inack ;
Abarbri, Mohamed .
MOLECULES, 2020, 25 (21)
[32]   Synthesis of naphtho[1′,2′:4,5]imidazo[1,2-a]pyridines via Rh(iii)-catalyzed C-H functionalization of 2-arylimidazo[1,2-a]pyridines with cyclic 2-diazo-1,3-diketones featuring with a ring opening and reannulation [J].
Li, Bin ;
Shen, Nana ;
Yang, Yujie ;
Zhang, Xinying ;
Fan, Xuesen .
ORGANIC CHEMISTRY FRONTIERS, 2020, 7 (07) :919-925
[33]   Synthesis of New Heterocyclic System of 4,5,7,8-Tetrahydroimidazo[1,2-c][1,3] thiazolo [4,5-e][1,3,2] diazaphosphinine Starting from 2-Aroylamino-3,3-dichloroacrylonitrile [J].
Kozachenko, Alexander P. ;
Shablykin, Oleg V. ;
Gakh, Andrei A. ;
Rusanov, Eduard B. ;
Brovarets, Vladimir S. .
HETEROATOM CHEMISTRY, 2010, 21 (07) :492-498