A new cascade reaction: concurrent construction of six and five membered rings leading to novel fused quinazolinones

被引：26

作者：

Kumar, K. Siva ^{[2
,3
]}

Kumar, P. Mahesh ^{[2
]}

Rao, V. Sreenivasa ^{[2
]}

Jafar, Ahamed A. ^{[3
]}

Meda, Chandana Lakshmi T. ^{[1
]}

Kapavarapu, R. ^{[1
]}

Parsa, Kishore V. L. ^{[1
]}

Pal, Manojit ^{[1
]}

机构：

[1] Univ Hyderabad Campus, Inst Life Sci, Hyderabad 500046, Andhra Pradesh, India

[2] Dr Reddys Labs Ltd, Custom Pharmaceut Serv, Hyderabad 500049, Andhra Pradesh, India

[3] Jamal Mohamed Coll, PG & Res Dept Chem, Tiruchirappalli 620020, Tamil Nadu, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 15期

关键词：

MULTICOMPONENT REACTIONS; HETEROCYCLES; INHIBITORS;

D O I：

10.1039/c2ob25296a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot cascade reaction has been developed leading to the concurrent construction of six and five membered fused N-heterocyclic rings of indazolo[3,2-b]quinazolinones. The methodology involved the reaction of isatoic anhydride, a hydrazine and o-iodo benzaldehyde in the presence of Pd(PPh3)(4) and BINAP in MeCN. The mechanism of this cascade reaction is discussed. Avariety of indazolo[3,2-b]quinazolinone derivatives were prepared by using this methodology in good yields, some of which were tested for their PDE4 inhibitory properties in vitro. The dose response and docking study performed using a representative compound is presented.

引用

页码：3098 / 3103

页数：6

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