Synthesis of acetyl deoxyvasicinone analogues from 2-(4-oxopentyl) quinazolin-4(3H)-ones via linear cyclizations

被引：0
作者：
Saebang, Yotsakorn
Rukachaisirikul, Vatcharin
Kaeobamrung, Juthanat [1 ]
机构：
[1] Prince Songkla Univ, Fac Sci, Div Phys Sci, 15 Kanjanavanit Rd, Hat Yai 90112, Thailand
来源：
TETRAHEDRON LETTERS | 2023年 / 121卷
关键词：
Tricyclic quinazolinones; Iodocyclization; Intramolecular C-N bond formation; Deoxyvasicinones; Geminal dichloro conversion; FACILE SYNTHESIS; DERIVATIVES; QUINAZOLINONES; VASICINONE; ALKALOIDS;
D O I：
10.1016/j.tetlet.2023.154484
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Two deoxyvasicinone analogues were obtained from 2-(4-oxopentyl)quinazolin-4(3H)-ones via different process of linear cyclizations. The first was 1-acetyl-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one ana-logue derived from direct cyclization in the presence of I2 in basic condition. The other was 1-acetylpyr-rolo[2,1-b]quinazolin-9(3H)-one analogue obtained from two-step procedures beginning with geminal dichlorination in acidic condition, followed by intramolecular C-N bond formation in the presence of para-toluenesulfonic acid.CO 2023 Elsevier Ltd. All rights reserved.
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页数：7
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