Decatungstate as Direct Hydrogen Atom Transfer Photocatalyst for SOMOphilic Alkynylation.

Decatungstate as Direct Hydrogen Atom Transfer Photocatalyst for SOMOphilic Alkynylation.
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DOI:
10.1021/acs.orglett.1c00381
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发表时间:
2021-03-19
期刊:
影响因子:
5.2
通讯作者:
Ravelli D
Ravelli D
中科院分区:
化学1区
文献类型:
--
作者:
Capaldo L;Ravelli D

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A versatile approach for the alkynylation of a variety of aliphatic hydrogen donors, including alkanes, is reported. We used tetrabutylammonium decatungstate as photocatalyst to generate organoradicals from C–H/Si–H bonds via hydrogen atom transfer. The latter intermediates underwent SOMOphilic alkynylation by methanesulfonyl alkynes to afford internal alkynes upon loss of a sulfonyl radical. The effect of different radicofugal groups on the reaction outcome was evaluated and rationalized via a combined experimental and computational approach.
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