Abstract

The reaction of 1 with pyridinium N-ylides (2a, R=H ; 2b, R=3-CH3 ; 2c, R=2-CH3 ; and 2d, R=2-NH2) gave the corresponding stable pyridinium N-allylide compounds (3a and 3b), 2-(2-indanyl) indolizine (4), and 3-(2-indanylidenyl) methylimidazo [1, 2-a] pyridine (5) in good yields. A fused thiabenzene oxide, 2-methyl-4-methylthio-5-oxo-5H-indeno [1, 2-c] thiapyran 2-oxide (8), was synthesized by the reaction of 1 with trimethylsulfoxonium iodide under similar conditions. An azathiabenzene oxide, 2-methyl-4-methylthio-5-oxo-5H-indeno [2, 1-d] [1, 2] thiazine 2-oxide (11), was also synthesized from 2-(1-dimethylsulfoximino-1-methylthio) methyleneindan-1, 3-dione (10), which was prepared from 1 and sulfoximine.

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