2,5-Bis-(sulfonyl)pyrazines as unprecedented building blocks and their SNAr reactions

作者：Li Jie Jack; Meng Wei; Wu Shung; Wu Yong Jin; Guernon Jason; Allen Martin P; Miller Michael M^*; Cheng Peter T; Chen Bang chi

来源：Tetrahedron Letters, 2013, 54(15): 1938-1942.

DOI：10.1016/j.tetlet.2013.01.106

• Pyrazine
• SNAr reactions
• Bis-(sulfonyl)pyrazines

Previously unknown 2,5-bis-sulfonylpyrazines are prepared and their SNAr reactions are investigated. When 2 equiv of thiols are employed, the corresponding bis-thiopyrazines are obtained exclusively. However, phenols or alkoxides gave rise to only the corresponding mono-substituted aryloxy- or alkoxy-sulfonylpyrazines in excellent yields. A carbon nucleophile prepared by treating malonate with NaH also produced the corresponding mono-sulfonylpyrazines. Aliphatic amines and anilines only provided the mono-anilino-sulfonylpyrazines in poor to moderate yields.

• 出版日期2013-4-10