Splitting Methyl Ketones into Two Parts: Synthesis of 4(3H)-Quinazolinones via Consecutive Cyclization/Ring-Opening Reaction
Splitting Methyl Ketones into Two Parts: Synthesis of 4(3H)-Quinazolinones via Consecutive Cyclization/Ring-Opening Reaction
复制标题
将甲基酮分成两部分：通过连续环化/开环反应合成 4(3H)-喹唑啉酮
DOI：
10.1021/acs.orglett.0c02415
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发表时间：
2020
期刊：
影响因子：
5.2
通讯作者：
Wu An-Xin
中科院分区：
文献类型：
--
作者：
Zhao Peng;Yu Xiao-Xiao;Zhou You;Geng Xiao;Wang Can;Huang Chun;Wu Yan-Dong;Zhu Yan-Ping;Wu An-Xin
通过苯胺和甲基酮的连续氧化环化/开环，首次公开了芳基喹唑啉酮的合成。这种转化的特点是甲基酮作为酰基和C1源通过C（CO）-C（sp3）键裂解，使用DMSO作为C1源通过C-S键裂解，这扩大了甲基酮作为有价值的结构单元的用途，丰富了制备喹唑啉酮的库。此外，初步的机理研究表明，这个多组分反应经历了连续的环化/开环序列。
The first synthesis of arylquinazolinones has been disclosed via the consecutive oxidative cyclization/ring-opening of anilines and methyl ketones. This transformation is characterized by the splitting of the methyl ketone as acyl and C1 sources through C(CO)–C(sp3) bond cleavage, using DMSO as a C1 source via C–S bond cleavage, which expands the use of methyl ketones as valuable building blocks and enriches the library of preparation quinazolinones. Moreover, preliminary mechanistic studies indicate that this multicomponent reaction underwent a consecutive cyclization/ring-opening sequence.