Tetrahedron Letters p. 5293 - 5296 (1994)
Update date:2022-07-31
Topics: Thiazole Diels-Alder Reactions Generation o-Quinodimethanes
Potter, Andrew J.
Storr, Richard C.
α-(2-Phenyl-4-methylthiazol-5-yl)-α-phenylmethyl acetate 2 undergoes thermal elimination of acetic acid to give the o-quinodimethane 3. In solution this can be intercepted in Diels-Alder reactions but under flash pyrolytic conditions naphthalene-2-thiol is formed by electrocyclisation and fragmentation.
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(1994)
