2,6-Dichlorocinnamic acid and its esters undergo photocyclization to yield 5-chlorocoumarin; the present evidence favours a mechanism involving the singlet excited state of the cis-isomer and an unstable ortho-quinomethylketen (4) as the precursor.
R. Arad-Yellin, B. S. Green and K. A. Muszkat, J. Chem. Soc., Chem. Commun., 1976, 14 DOI: 10.1039/C39760000014
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