Reaction of 1-alkylthioisoquinolinium salts with active methylene compounds |
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Authors: | Fujita Reiko Watanabe Noriyuki Tomisawa Hiroshi |
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Institution: | Tohoku Pharmaceutical University, Sendai, Japan. refujita@tohoku-pharm.ac.jp |
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Abstract: | 2-Alkyl-1-alkylthioisoquinolinium salts were readily prepared from 2-alkyl-1(2H)-isoquinolones via 2-alkyl1(2H)-thioisoquinolones in two steps. Under mild conditions, the reaction of 2-alkyl-1-alkylthioisoquinolinium salts with active methylene compounds in the presence of sodium hydride afforded 2-alkyl-1-(substituted methylene)iso-quinolines in good yields. Pyrrolo2,1-a]isoquinolines were synthesized by the cyclization of 2-benzyl-1-(substituted methylene)isoquinolines using acetic anhydride. |
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