AUTHOR=Chen Daixiang , Song Zhi-Jie , Yan Shenghu , Li Guigen , Wang Jia-Yin , Zhang Yue 

TITLE=Photoinduced radical tandem annulation of 1,7-diynes: an approach for divergent assembly of functionalized quinolin-2(1H)-ones

JOURNAL=Frontiers in Chemistry

VOLUME=12

YEAR=2024

URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2024.1371978

DOI=10.3389/fchem.2024.1371978

ISSN=2296-2646

ABSTRACT=<p>The first photocatalytic trichloromethyl radical-triggered annulative reactions of amide-linked 1,7-diynes with polyhalomethanes were established for the flexible assembly of functionalized quinolin-2(1H)-ones with generally acceptable yields. With the installation of the aryl group (R<sup>1</sup>) into the alkynyl moiety, <italic>C</italic>-center radical-initiated Kharasch-type addition/nucleophilic substitution/elimination cascade to produce quinolin-2(1H)-ones-incorporating <italic>gem</italic>-dihaloalkene, whereas three examples of polyhalogenated quinolin-2(1H)-ones were afforded when amide-linked 1,7-diynes bearing two terminal alkyne units were subjected to BrCX<sub>3</sub> by exploiting dry acetonitrile as a solvent.</p>