REACTIONS OF 2-ALKYL-2-LITHIO-1,3-DITHIANES WITH PYRIDINE

REACTIONS OF 2-ALKYL-2-LITHIO-1,3-DITHIANES WITH PYRIDINE
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2-烷基-2-锂-1,3-二噻烷与吡啶的反应

DOI:
10.1246/cl.1973.1307
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发表时间:
1973
期刊:
影响因子:
1.6
通讯作者:
MukaiyamaTeruaki
MukaiyamaTeruaki
中科院分区:
化学4区
文献类型:
--
作者:
TaguchiTakeo;NishiMineo;WatanabeKenzo;MukaiyamaTeruaki

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结果表明,2-烷基-2-锂-1,3-二硫烷与吡啶反应,再与对苯醌或空气氧化,可得2-烷基-2-(4-吡啶基)-1,3-二硫烷[II],产率较高。用酰基氯处理2-烷基-2-锂-1,3-二硫烷与吡啶的加合物[I],分离出n -酰基-1,4-二氢吡啶衍生物[III]。在四氢呋喃中,用过量的吡啶与2-苄基-2-锂-1,3-二硫烷回流制得2,2′-二吡啶,产率为74%。
It was found that 2-alkyl-2-(4-pyridyl)-1,3-dithiane [II] is obtained in fairly good yield by the reaction of 2-alkyl-2-lithio-1,3-dithiane with pyridine followed by the subsequent oxidation with p-benzoquinone or air. N-Acyl-1,4-dihydropyridine derivative [III] was isolated by treating the adduct [I] of 2-alkyl-2-lithio-1,3-dithiane and pyridine with acyl chloride. Further, it was found that 2,2′-dipyridyl is obtained in 74% yield by refluxing 2-benzyl-2-lithio-1,3-dithiane with excess amount of pyridine in tetrahydrofuran.