Synthesis of pyridino[2,1-b]quinazolinones via a visible light-induced functionalization of alkynes/nitrile insertion/cyclization tandem sequences in continuous-flow technology

Minghui Wei; Xujia Wang; Jintao Zhang; Jiankun Chen; Chengkou Liu; Zhao Yang; Yuguang Li; Hong Qin; Zheng Fang; Kai Guo

doi:10.1039/d5ob00368g

Synthesis of pyridino[2,1-b]quinazolinones via a visible light-induced functionalization of alkynes/nitrile insertion/cyclization tandem sequences in continuous-flow technology

Minghui Wei, Xujia Wang, Jintao Zhang, Jiankun Chen, Chengkou Liu, Zhao Yang, Yuguang Li, Hong Qin, Zheng Fang, Kai Guo

COLLEGE OF BIOTECHNOLOGY AND PHARMACEUTICAL ENGINEERING

Research output: Contribution to journal › Article › peer-review

Abstract

We successfully developed an unprecedented route to pyridino[2,1-b]quinazolinone synthesis through a visible light-induced functionalization of alkynes/nitrile insertion/cyclization tandem sequences in a microchannel reactor. The yield of the template reaction under optimized conditions is 91%. This photocatalytic reaction provides rapid, facile, and practical access to valuable polycyclic quinazolinone, and is amenable to the gram scale. In addition, a reasonable reaction mechanism is proposed based on controlled experiments.

Original language	English
Pages (from-to)	5203-5207
Number of pages	5
Journal	Organic and Biomolecular Chemistry
Volume	23
Issue number	21
DOIs	https://doi.org/10.1039/d5ob00368g
State	Published - 6 May 2025

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Wei, M., Wang, X., Zhang, J., Chen, J., Liu, C., Yang, Z., Li, Y., Qin, H., Fang, Z., & Guo, K. (2025). Synthesis of pyridino[2,1-b]quinazolinones via a visible light-induced functionalization of alkynes/nitrile insertion/cyclization tandem sequences in continuous-flow technology. Organic and Biomolecular Chemistry, 23(21), 5203-5207. https://doi.org/10.1039/d5ob00368g

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title = "Synthesis of pyridino[2,1-b]quinazolinones via a visible light-induced functionalization of alkynes/nitrile insertion/cyclization tandem sequences in continuous-flow technology",

abstract = "We successfully developed an unprecedented route to pyridino[2,1-b]quinazolinone synthesis through a visible light-induced functionalization of alkynes/nitrile insertion/cyclization tandem sequences in a microchannel reactor. The yield of the template reaction under optimized conditions is 91%. This photocatalytic reaction provides rapid, facile, and practical access to valuable polycyclic quinazolinone, and is amenable to the gram scale. In addition, a reasonable reaction mechanism is proposed based on controlled experiments.",

author = "Minghui Wei and Xujia Wang and Jintao Zhang and Jiankun Chen and Chengkou Liu and Zhao Yang and Yuguang Li and Hong Qin and Zheng Fang and Kai Guo",

note = "Publisher Copyright: {\textcopyright} 2025 The Royal Society of Chemistry.",

year = "2025",

month = may,

day = "6",

doi = "10.1039/d5ob00368g",

language = "英语",

volume = "23",

pages = "5203--5207",

journal = "Organic and Biomolecular Chemistry",

issn = "1477-0520",

publisher = "Royal Society of Chemistry",

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Wei, M, Wang, X, Zhang, J, Chen, J, Liu, C, Yang, Z, Li, Y, Qin, H, Fang, Z & Guo, K 2025, 'Synthesis of pyridino[2,1-b]quinazolinones via a visible light-induced functionalization of alkynes/nitrile insertion/cyclization tandem sequences in continuous-flow technology', Organic and Biomolecular Chemistry, vol. 23, no. 21, pp. 5203-5207. https://doi.org/10.1039/d5ob00368g

Synthesis of pyridino[2,1-b]quinazolinones via a visible light-induced functionalization of alkynes/nitrile insertion/cyclization tandem sequences in continuous-flow technology. / Wei, Minghui; Wang, Xujia; Zhang, Jintao et al.
In: Organic and Biomolecular Chemistry, Vol. 23, No. 21, 06.05.2025, p. 5203-5207.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Synthesis of pyridino[2,1-b]quinazolinones via a visible light-induced functionalization of alkynes/nitrile insertion/cyclization tandem sequences in continuous-flow technology

AU - Wei, Minghui

AU - Wang, Xujia

AU - Zhang, Jintao

AU - Chen, Jiankun

AU - Liu, Chengkou

AU - Yang, Zhao

AU - Li, Yuguang

AU - Qin, Hong

AU - Fang, Zheng

AU - Guo, Kai

PY - 2025/5/6

Y1 - 2025/5/6

N2 - We successfully developed an unprecedented route to pyridino[2,1-b]quinazolinone synthesis through a visible light-induced functionalization of alkynes/nitrile insertion/cyclization tandem sequences in a microchannel reactor. The yield of the template reaction under optimized conditions is 91%. This photocatalytic reaction provides rapid, facile, and practical access to valuable polycyclic quinazolinone, and is amenable to the gram scale. In addition, a reasonable reaction mechanism is proposed based on controlled experiments.

AB - We successfully developed an unprecedented route to pyridino[2,1-b]quinazolinone synthesis through a visible light-induced functionalization of alkynes/nitrile insertion/cyclization tandem sequences in a microchannel reactor. The yield of the template reaction under optimized conditions is 91%. This photocatalytic reaction provides rapid, facile, and practical access to valuable polycyclic quinazolinone, and is amenable to the gram scale. In addition, a reasonable reaction mechanism is proposed based on controlled experiments.

UR - http://www.scopus.com/inward/record.url?scp=105004709354&partnerID=8YFLogxK

U2 - 10.1039/d5ob00368g

DO - 10.1039/d5ob00368g

M3 - 文章

AN - SCOPUS:105004709354

SN - 1477-0520

VL - 23

SP - 5203

EP - 5207

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 21

ER -

Synthesis of pyridino[2,1-b]quinazolinones via a visible light-induced functionalization of alkynes/nitrile insertion/cyclization tandem sequences in continuous-flow technology

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