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2.
J Org Chem ; 86(18): 12676-12682, 2021 Sep 17.
Artículo en Inglés | MEDLINE | ID: mdl-34472854

RESUMEN

Sulfonyl oxime ethers undergo facile radical substitutions with various amines to yield the corresponding oxime ethers. An efficient arylation of sulfonyl oxime ethers was accomplished under ambient temperature and metal-free conditions, with a wide range of functional group tolerance. Mechanistic investigations indicate that a phenyl radical is involved in the catalytic cycle.

3.
Chem Commun (Camb) ; 56(10): 1497-1500, 2020 Feb 04.
Artículo en Inglés | MEDLINE | ID: mdl-31915758

RESUMEN

The direct photocatalyzed para-selective CAr-H difluoroalkylation of aromatic aldehyde derivatives has been accomplished using a newly explored catalytic system. In addition, when using para-substituted benzaldehydes as substrates, ortho-selective CAr-H difluoroalkylation was also accomplished. It is worth noting that all the above site-selectivity is opposite to traditional Friedel-Crafts reactions of aromatic aldehydes. The preliminary mechanistic investigations indicate that an electrophilic difluoroalkyl radical is involved in the catalytic cycle.

4.
Org Lett ; 21(1): 196-200, 2019 01 04.
Artículo en Inglés | MEDLINE | ID: mdl-30550293

RESUMEN

A cobaloxime-catalyzed photochemical synthesis of allyl monofluorides from styrenes is described herein. This method is characterized by mild reaction conditions, low-cost catalyst, and broad substrate scope. Furthermore, this convenient method will provide a facile synthesis toward novel monofluoroalkylated natural product and pharmaceutical derivatives. Mechanistic investigations indicate that a monofluoroalkyl radical is involved in the catalytic cycle.

5.
J Org Chem ; 83(1): 499-504, 2018 01 05.
Artículo en Inglés | MEDLINE | ID: mdl-29214800

RESUMEN

A tunable method for the direct trifluoromethylthiolation of α,ß-unsaturated carboxylic acids was developed to afford trifluoromethylthiolated ketones or alkenes. The reaction proceeds smoothly under mild conditions and shows an excellent functional group tolerance.

6.
Org Lett ; 19(20): 5501-5504, 2017 10 20.
Artículo en Inglés | MEDLINE | ID: mdl-28901144

RESUMEN

Several new mono- and difluoromethylation reactions of cinnamic acids using an Eosin Y catalytic system are reported. An efficient alkene fluoromethylation of α,ß-unsaturated carboxylic acids was accomplished under ambient temperature and metal-free conditions, with a wide range of functional group tolerance. A mechanism that involves a radical process is proposed for this reaction.

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