Synthesis and nitration of some thieno‐fused analogues of the benzo[<i>a</i>]quinolizinium cation

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<jats:title>Abstract</jats:title><jats:p>Three thieno‐fused analogues of benzo[<jats:italic>a</jats:italic>]quinolizinium (<jats:bold>1</jats:bold>), thieno[3,2‐<jats:italic>a</jats:italic>]‐ and thieno[2,3‐<jats:italic>a</jats:italic>]quinolizinium <jats:bold>4</jats:bold> and <jats:bold>5</jats:bold> and thiazolo[2,3‐<jats:italic>a</jats:italic>]isoquinolinium (<jats:bold>6</jats:bold>), were synthesized by photocyclization of 1‐(2‐thienylvinyl)pyridinium salts <jats:bold>9a</jats:bold> and <jats:bold>9b</jats:bold> and 3‐styrylthiazolium salt <jats:bold>9c</jats:bold>, respectively. The nitration of the compounds <jats:bold>4, 5</jats:bold>, and <jats:bold>6</jats:bold> occurred predominantly at positions 2, 3, and 7, respectively, while the nitro group was introduced into the 8‐ and 10‐positions of <jats:bold>1</jats:bold> in the ratio of 68:32. The nmr and uv spectral properties and reduction potentials of <jats:bold>4–6</jats:bold> were also compared with those of the parent compound <jats:bold>1</jats:bold>.</jats:p>

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