Versatile and Iodine Atom-Economic Co-Iodination of Alkenes

Versatile and Iodine Atom-Economic Co-Iodination of Alkenes
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DOI:
10.1021/jo102051z
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发表时间:
2011-02-04
影响因子:
3.6
通讯作者:
Vinod, Thottumkara K.
Vinod, Thottumkara K.
中科院分区:
化学2区
文献类型:
--
作者:
Gottam, Himabindu;Vinod, Thottumkara K.

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分子碘I-2很容易通过二乙酰氧基碘苯(DAIB)氧化生成2当量的乙酰次碘酸盐(CH3CO2I),然后通过生成的乙酰氧基苯基碘离子捕获碘离子。利用原位生成的CH3CO2I合成了多种烯烃的1,2-碘共官能化衍生物。将I-2的两个碘原子转化为I+源,对于已报道的烯烃的碘共官能化,导致了100%的碘原子经济性。
Molecular iodine, I-2, is readily converted into 2 equiv of acetyl hypoiodite (CH3CO2I) via oxidation by (diacetoxyiodo)benzene (DAIB) followed by trapping of the iodide ion by acetoxyphenyl iodonium ion formed. The in situ generated CH3CO2I is utilized for the synthesis of 1,2-iodo-cofunctionalized derivatives of a variety of alkenes. Conversion of both iodine atoms of I-2 to I+ sources results in 100% iodine atom economy for the reported iodo-cofunctionalization of alkenes.