A solvent-free and catalyst-free reaction of o-aminobenzophenone with aryl isothiocyanates: expedient access to congested 4-phenyl-4-hydroxyquinazolin-2-thione derivatives†

IF 2.7 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-10-30 Epub Date: 2024-10-28 DOI:10.1039/d4ob01452a
Le Anh Nguyen , Thi Thu Tram Nguyen , Quoc Anh Ngo , Pascal Retailleau , Thanh Binh Nguyen
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Abstract

An efficient method to construct 4-phenyl-4-hydroxyquinazolin-2-thiones via solvent-free and catalyst-free addition of o-aminobenzophenone with aryl isothiocyanates under thermal conditions has been developed, providing new congested 4-phenyl-4-hydroxyquinazolin-2-thiones in practically quantitative yields via simple purification by filtration/recrystallization. Extension of these conditions to o-aminoacetophenone in place of o-aminobenzophenone led to 4-methylenequinazoline-thione as a result of a subsequent dehydration reaction.

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邻氨基二苯甲酮与芳基异硫氰酸酯的无溶剂、无催化剂反应:快速获得拥挤的 4-苯基-4-羟基喹唑啉-2-硫酮衍生物。
通过邻氨基二苯甲酮 1 与芳基异硫氰酸酯 2 在热条件下的无溶剂、无催化剂加成反应,开发出了一种构建 4-苯基-4-羟基喹唑啉-2-硫酮 3 的有效方法,通过过滤/重结晶的简单纯化,可提供新的 4-苯基-4-羟基喹唑啉-2-硫酮 3,产量几乎为定量。将这些条件扩展到邻氨基苯乙酮 4 以代替邻氨基苯甲酮 1,在随后的脱水反应中得到了 4-亚甲基喹唑啉硫酮 5。
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来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
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