Electrophile-induced cyclization/migration reaction for the synthesis of 2,3-dihydro-5-iodopyran-4-one.

Electrophile-induced cyclization/migration reaction for the synthesis of 2,3-dihydro-5-iodopyran-4-one.
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DOI:
10.1021/jo800556e
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发表时间:
2008-05
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Shu-Guang Wen;Wei-min Liu;Yong‐Min Liang
Shu-Guang Wen;Wei-min Liu;Yong‐Min Liang
中科院分区:
其他
文献类型:
--
作者:
Shu-Guang Wen;Wei-min Liu;Yong‐Min Liang

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以1-炔基-2,3-环氧醇为原料,通过多米诺环合/迁移反应合成了2,3-二氢-5-碘吡喃-4-酮。湿溶剂对于这个反应是必不可少的。所得到的含碘产品可以通过使用已知的有机钯化学很容易地精制成更复杂的产品。
A novel method for the construction of 2,3-dihydro-5-iodopyran-4-one through a domino cyclization/migration reaction of 1-alkynyl-2,3-epoxy alcohol was developed. Wet solvent is essential for this reaction. The resulting iodine-containing product can be readily elaborated to more complex products by using known organopalladium chemistry.