A synthesis of N-(1H-pyrazol-5-yl)-1,3,4-thiadiazol-2(3H)-imines from nitrile imines and Erlenmeyer thioazlactones.

作者: Issa Yavari , Zohreh Taheri , Sara Sheikhi , Samira Bahemmat , Mohammad R. Halvagar

DOI: 10.1007/S11030-019-09981-0

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摘要: Erlenmeyer thioazlactones are reacted with hydrazonoyl chlorides in the presence of Et3N to afford functionalized N-(1H-pyrazol-5-yl)-1,3,4-thiadiazol-2(3H)-imines excellent yields. This strategy is based on a domino double 1,3-dipolar cycloaddition reaction nitrile imines thioazlactones, followed by elimination carbon monoxide and phenylmethanthiol from initially formed cycloadducts. method provides fast access variety structurally diverse N-(1H-pyrazol-5-yl)-1,3,4-thiadiazol-2(3H)-imines. The structure typical product was established X-ray crystallography.

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