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Synthesis 2017; 49(16): 3558-3567
DOI: 10.1055/s-0036-1588867
DOI: 10.1055/s-0036-1588867
feature
Photoinduced Coupling Reaction of Diphenyl(2,4,6-trimethylbenzoyl)phosphine Oxide with Interelement Compounds: Application to the Synthesis of Thio- or Selenophosphinates
This research was supported by a Grant-in-Aid for Exploratory Research (26620149, A.O., 26860168, S.K.) from the Ministry of Education, Culture, Sports, Science and Technology, Japan.Further Information
Publication History
Received: 13 April 2017
Accepted after revision: 11 May 2017
Publication Date:
04 July 2017 (online)
Abstract
Diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TMDPO) is a radical initiator widely used in the field of macromolecular chemistry, but not often applied in synthetic organic chemistry. We have focused on the use of TMDPO as a phosphorus source in reactions with different E – E compounds, where E – E represents a heteroatom–heteroatom bond, under photoirradiation. Interestingly, the cross-coupling reaction between TMDPO and disulfides or diselenides successfully affords thio- or selenophosphinates and thio- or selenoesters, respectively. The synthesis of series of thio- and selenophosphinates by this photoinduced cross-coupling reaction is demonstrated.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1588867.
- Supporting Information
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