A Concise and Cascade Synthesis of Batracylin and Substituted Isoindolo[1,2-b]quinazolin-12(10H)-ones

被引：25

作者：

Shankar, R. ^{[1
]}

Wagh, Manoj Balu ^{[1
]}

Madhubabu, M. V. ^{[1
]}

Vembu, N. ^{[2
]}

Kumar, U. K. Syam ^{[1
]}

机构：

[1] Dr Reddys Labs Ltd, Technol Dev Ctr, Custom Pharmaceut Serv, Hyderabad 500049, Andhra Pradesh, India

[2] Urumu Dhanalakshmi Coll, Tiruchirappalli 620019, Tamil Nadu, India

来源：

SYNLETT | 2011年 / 06期

关键词：

batracylin; antineoplastic agents; cascade cyclization; 5-nitro-2-aminobenzyl alcohol; ANTITUMOR; ALKALOIDS;

D O I：

10.1055/s-0030-1259921

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise, highly convergent, and practical synthesis of the clinical-phase anticancer agent batracylin in a two-stage process in excellent yield is described. The B and C rings of this tetracyclic heterocycle are constructed by cascade cyclization of 5-nitro-2-aminobenzyl alcohol with 2-cyanomethyl benzoate in trifluoroacetic acid in good yield in a single-pot reaction. A plausible mechanism for the cascade reaction is also proposed. As part of these studies, a range of batracylin derivatives with different substituents on the C and D rings are synthesized.

引用

页码：844 / 848

页数：5

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