Photoinduced synthesis of C2-linked phosphine oxides via radical difunctionalization of acetylene
Herein, we report a photocatalyzed radical difunctionalization of acetylene for the rapid synthesis of C2-linked phosphine compounds. The reaction was initiated by addition of a phosphinoyl radical, followed by two cascade transformations. One involves a double addition for the formation of DPPE-dio...
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Published in | Green chemistry : an international journal and green chemistry resource : GC Vol. 25; no. 18; pp. 7253 - 7258 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
CAMBRIDGE
Royal Soc Chemistry
18.09.2023
Royal Society of Chemistry |
Subjects | |
Online Access | Get full text |
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Summary: | Herein, we report a photocatalyzed radical difunctionalization of acetylene for the rapid synthesis of C2-linked phosphine compounds. The reaction was initiated by addition of a phosphinoyl radical, followed by two cascade transformations. One involves a double addition for the formation of DPPE-dioxide analogues and in the other the intermediate vinylphosphine oxide is intercepted by a radical formed from an oxoheterocycle. This method features metal-free and mild conditions (rt, 1 atm acetylene), 100% atom economy and easy operation. Furthermore, the reaction can be robustly performed on a decagram scale. |
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ISSN: | 1463-9262 1463-9270 |
DOI: | 10.1039/d3gc02794e |