UV-Light-Driven Construction of Quinazolinones from Aryl Aldehydes and Anthranilamides

doi:10.6023/cjoc202603003

Chinese Journal of Organic Chemistry ›› 2026, Vol. 46 ›› Issue (8): 3114-3122.DOI: 10.6023/cjoc202603003 Previous Articles Next Articles

ARTICLES

紫外光驱动的芳香醛与邻氨基苯甲酰胺构建喹唑啉酮化合物

冯亚栋^a^,^b^,^*(), 毕寺恒^c, 唐明清^c, 吴养洁^a, 皮超^a^,^*()

^a 郑州大学化学学院河南省高校应用化学重点实验室平原实验室炼焦煤资源绿色开发全国重点实验室郑州 450052
^b 厦门医学院公共卫生与医学技术学院天然化妆品福建省高校工程研究中心福建厦门 361023
^c 华侨大学生物医学学院福建省分子医学重点实验室福建省高校精准医学与分子诊断重点实验室厦门市海洋与基因药物重点实验室福建厦门 361021

收稿日期:2026-03-03 修回日期:2026-04-24 发布日期:2026-05-25
通讯作者: 冯亚栋, 皮超
基金资助:
河南省自然科学基金(252300423136); 福建省自然科学基金(2025J011469); 厦门市自然科学基金(3502Z202372064)

UV-Light-Driven Construction of Quinazolinones from Aryl Aldehydes and Anthranilamides

Yadong Feng^a^,^b^,^*(), Siheng Bi^c, Mingqing Tang^c, Yangjie Wu^a, Chao Pi^a^,^*()

^a State Key Laboratory of Coking Coal Resources Green Exploitation, Pingyuan Laboratory, Key Laboratory of Applied Chemistry of Henan Universities, Henan Key Laboratory of Chemical Biology and Organic Chemistry, College of Chemistry, Zhengzhou University, Zhengzhou 450052
^b Engineering Research Center of Natural Cosmeceuticals College of Fujian Province, Department of Public Health and Medical Technology, Xiamen Medical College, Xiamen, Fujian 361023
^c Key Laboratory of Xiamen Marine and Gene Drugs, Key Laboratory of Precision Medicine and Molecular Diagnosis of Fujian Universities, Key Laboratory of Fujian Molecular Medicine, Engineering Research Centre of Molecular Medicine of Ministry of Education, School of Biomedical Sciences, Huaqiao University, Xiamen, Fujian 361021

Received:2026-03-03 Revised:2026-04-24 Published:2026-05-25
Contact: Yadong Feng, Chao Pi
Supported by:
Natural Science Foundation of Henan Province(252300423136); Natural Science Foundation of Fujian Province(2025J011469); Natural Science Foundation of Xiamen City(3502Z202372064)

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Abstract

A UV-light-driven strategy for the construction of quinazolinone frameworks under photocatalyst-free conditions is developed. Readily available and inexpensive tert-butyl hydroperoxide (TBHP) serves as a radical initiator to promote a radical-involved coupling/cyclization cascade between o-aminobenzamides and aryl aldehydes under UV irradiation, affording a range of quinazolinone derivatives efficiently. This protocol features operational simplicity, high feedstock accessibility, and good conversion efficiency, while avoiding the use of transition metals and external photocatalysts. As such, it provides a valuable complementary approach to the green and sustainable synthesis of quinazolinone scaffolds, an important class of pharmaceutical relevant scaffolds.

Key words: UV-light, photocatalyst-free, quinazolinone

Cite this article

Yadong Feng, Siheng Bi, Mingqing Tang, Yangjie Wu, Chao Pi. UV-Light-Driven Construction of Quinazolinones from Aryl Aldehydes and Anthranilamides[J]. Chinese Journal of Organic Chemistry, 2026, 46(8): 3114-3122.

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References 12

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Entry	λ_max/nm	P/W	Initiator (Dosage/equiv.)	Solvent	T/℃	t/h	Yield^b/%
1	365	100	TBHP (2.0)	CH₃CN	120	24	25
2	—	—	TBHP (2.0)	CH₃CN	120	24	Trace
3^c	365	100	TBHP (2.0)	CH₃CN	120	24	12
4^d	365	100	TBHP (2.0)	CH₃CN	120	24	Trace
5	254	100	TBHP (2.0)	CH₃CN	120	24	Trace
6	365	200	TBHP (2.0)	CH₃CN	120	24	28
7	365	250	TBHP (2.0)	CH₃CN	120	24	33
8	365	300	TBHP (2.0)	CH₃CN	120	24	32
9	365	400	TBHP (2.0)	CH₃CN	120	24	30
10	365	250	—	CH₃CN	120	24	nd
11	365	250	DTBP (2.0)	CH₃CN	120	24	nd
12	365	250	BPO (2.0)	CH₃CN	120	24	nd
13	365	250	TBPO (2.0)	CH₃CN	120	24	nd
14	365	250	TBPB (2.0)	CH₃CN	120	24	21
15	365	250	BP (2.0)	CH₃CN	120	24	10
16	365	250	TBHP (2.0)	CH₃OH	120	24	nd
17	365	250	TBHP (2.0)	DCE	120	24	18
18	365	250	TBHP (2.0)	DMF	120	24	Trace
19	365	250	TBHP (2.0)	DMSO	120	24	nd
20	365	250	TBHP (2.0)	Toluene	120	24	16
21	365	250	TBHP (2.0)	CH₃CN	100	24	Trace
22	365	250	TBHP (2.0)	CH₃CN	110	24	30
23	365	250	TBHP (2.0)	CH₃CN	130	24	56
24	365	250	TBHP (2.0)	CH₃CN	140	24	78
25	365	250	TBHP (2.0)	CH₃CN	150	24	75
26	365	250	TBHP (2.0)	CH₃CN	160	24	70
27	365	250	TBHP (2.0)	CH₃CN	140	18	55
28	365	250	TBHP (2.0)	CH₃CN	140	30	82
29	365	250	TBHP (2.0)	CH₃CN	140	36	85
30	365	250	TBHP (2.0)	CH₃CN	140	42	87
31	365	250	TBHP (2.0)	CH₃CN	140	48	90
32	365	250	TBHP (2.0)	CH₃CN	140	54	89

Entry	λ_max/nm	P/W	Initiator (Dosage/equiv.)	Solvent	T/℃	t/h	Yield^b/%
1	365	100	TBHP (2.0)	CH₃CN	120	24	25
2	—	—	TBHP (2.0)	CH₃CN	120	24	Trace
3^c	365	100	TBHP (2.0)	CH₃CN	120	24	12
4^d	365	100	TBHP (2.0)	CH₃CN	120	24	Trace
5	254	100	TBHP (2.0)	CH₃CN	120	24	Trace
6	365	200	TBHP (2.0)	CH₃CN	120	24	28
7	365	250	TBHP (2.0)	CH₃CN	120	24	33
8	365	300	TBHP (2.0)	CH₃CN	120	24	32
9	365	400	TBHP (2.0)	CH₃CN	120	24	30
10	365	250	—	CH₃CN	120	24	nd
11	365	250	DTBP (2.0)	CH₃CN	120	24	nd
12	365	250	BPO (2.0)	CH₃CN	120	24	nd
13	365	250	TBPO (2.0)	CH₃CN	120	24	nd
14	365	250	TBPB (2.0)	CH₃CN	120	24	21
15	365	250	BP (2.0)	CH₃CN	120	24	10
16	365	250	TBHP (2.0)	CH₃OH	120	24	nd
17	365	250	TBHP (2.0)	DCE	120	24	18
18	365	250	TBHP (2.0)	DMF	120	24	Trace
19	365	250	TBHP (2.0)	DMSO	120	24	nd
20	365	250	TBHP (2.0)	Toluene	120	24	16
21	365	250	TBHP (2.0)	CH₃CN	100	24	Trace
22	365	250	TBHP (2.0)	CH₃CN	110	24	30
23	365	250	TBHP (2.0)	CH₃CN	130	24	56
24	365	250	TBHP (2.0)	CH₃CN	140	24	78
25	365	250	TBHP (2.0)	CH₃CN	150	24	75
26	365	250	TBHP (2.0)	CH₃CN	160	24	70
27	365	250	TBHP (2.0)	CH₃CN	140	18	55
28	365	250	TBHP (2.0)	CH₃CN	140	30	82
29	365	250	TBHP (2.0)	CH₃CN	140	36	85
30	365	250	TBHP (2.0)	CH₃CN	140	42	87
31	365	250	TBHP (2.0)	CH₃CN	140	48	90
32	365	250	TBHP (2.0)	CH₃CN	140	54	89

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紫外光驱动的芳香醛与邻氨基苯甲酰胺构建喹唑啉酮化合物

UV-Light-Driven Construction of Quinazolinones from Aryl Aldehydes and Anthranilamides

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