Synthesis of Unsaturated Silyl Heterocycles via an Intramolecular Silyl-Heck Reaction

Synthesis of Unsaturated Silyl Heterocycles via an Intramolecular Silyl-Heck Reaction
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DOI:
10.1021/acs.organomet.9b00498
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发表时间:
2019-10-14
期刊:
影响因子:
2.8
通讯作者:
Watson, Donald A.
Watson, Donald A.
中科院分区:
化学2区
文献类型:
--
作者:
Reid, William;McAtee, Jesse R.;Watson, Donald A.

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本文报道了通过分子内硅基-赫克反应合成不饱和硅环的方法。在钯的催化作用下,与烯烃相连的硅亲电试剂环化形成五元和六元硅杂环。讨论了烯烃取代和链长对环化反应效率和区域选择性的影响。最后,通过分子内系链的使用,报道了双取代烯烃在硅-赫克反应中的第一个例子。
We report the synthesis of unsaturated silacycles via an intramolecular silyl-Heck reaction. Using palladium catalysis, silicon electrophiles tethered to alkenes cyclize to form five- and six-membered silicon heterocycles. The effects of alkene substitution and tether length on the efficiency and regioselectivity of the cyclizations are described. Finally, through the use of an intramolecular tether, the first examples of disubstituted alkenes in silyl-Heck reactions are reported.