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
收藏
页码：844 / 848
页数：5
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