Functionalized polychloroarenes in the Bichwald ligand-promoted Suzuki cross-coupling

Functionalized polychloroarenes in the Bichwald ligand-promoted Suzuki cross-coupling Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2022, Volume: 71, Number: 8, Pages: 1656-1661 Pages count : 6 DOI: 10.1007/s11172-022-3575-2

Authors

Vasil’ev A.A. ¹ , Burukin A.S. ¹ , Zhdankina G.M. ¹ , Zlotin S.G. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation

Palladium-catalyzed Suzuki cross-coupling of isomeric dichloroacetophenones with phenylboronic acid in the presence of 2-dicyclohexylphosphino-2′-(dimethylamino)-biphenyl (DavePHOS, a Buchwald ligand) affords the corresponding diphenylacetophenones in high yields. The reaction of pentachloroacetophenone with phenylboronic acid (1.1–2.5 equiv.) proceeds unselectively to give isomeric mono- and disubstitution products. In the case of 3,4-dichloroanisole, 3-positioned chlorine atom is preferably replaced, however, with excess phenylboronic acid 4′;-methoxy-1,1′;:2′;,1″-terphenyl is quantitatively formed.

Vasil’ev A.A. , Burukin A.S. , Zhdankina G.M. , Zlotin S.G.
Functionalized polychloroarenes in the Bichwald ligand-promoted Suzuki cross-coupling
Russian Chemical Bulletin. 2022. V.71. N8. P.1656-1661. DOI: 10.1007/s11172-022-3575-2 WOS Scopus OpenAlex

Web of science:	WOS:000859732900009
Scopus:	2-s2.0-85138732799
OpenAlex:	W4296831704

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