Regioselective photocyclization of (e)‐2‐(2,3,6‐trichlorostyryl)‐benzothiazole and synthesis of 3,4‐dichloro‐ and 4‐chlorobenzothiazolo[3,2‐α]quinolinium chlorides: A synthetic and theoretical study
Abstract:A high degree of regioselectivity is observed in the photochemically induced cyclization of (E)‐2‐(2,3,6‐trichlorostyryl)benzothiazole (1a). According to the proposed mechanism, this compound was expected to afford two products, 3,4‐dichloro‐ and 1,4‐dichlorobenzothiazolo[3,2‐α]quinolinium chlorides (4a and 4a', respectively). However, this reaction produced 3,4‐dichlorobenzazolo[3,2‐α]quinolinium chloride (4a) as the sole product. On the other hand, irradiation of (E)‐2‐(2,3,5‐trichlorostyryl)benzothiazole (1… Show more
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