Journal
JOURNAL OF THE CHINESE CHEMICAL SOCIETY
Volume 68, Issue 8, Pages 1541-1548Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/jccs.202100046
Keywords
C(sp(2)) O bond; carbamates; copper; cross‐ dehydrogenative coupling; phenol; porphyrin
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Funding
- Dengfeng Plan High-level Hospital Construction Opening Project of Foshan Fourth People's Hospital [FSSYKF-2020012]
- National Natural Science Foundation of China [21671068]
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Copper porphyrin-catalyzed construction of C(sp(2))-O bond via coupling formamides with phenols was achieved for the first time, providing various carbamates in moderate to good yields with good functional group tolerance at low catalyst loading. Intermolecular competing kinetic isotope effect experiment revealed that the generation of formamide radical is the rate-determining step of the current cross-dehydrogenative coupling (CDC) reaction. This research extends the application of metalloporphyrin in CDC reaction.
Copper porphyrin-catalyzed construction of C(sp(2))-O bond via coupling formamides with phenols was achieved firstly. A broad range of substrates afforded various carbamates in moderate to good yields with good functional group tolerance at low catalyst loading. Intermolecular competing kinetic isotope effect experiment indicated that the generation of formamide radical is the rate-determining step of current cross-dehydrogenative coupling (CDC) reaction. The research extends the application of metalloporphyrin in CDC reaction.
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