Metal-free thermal organocatalytic pinacol coupling of arylaldehydes using an isonicotinate catalyst with bis(pinacolato)diboron

The metal-free thermal organocatalytic pinacol coupling of arylaldehydes has been developed. The intermolecular coupling of arylaldehydes catalyzed by t -butyl isonicotinate with bis(pinacolato)diboron as the co-reducing agent afforded 1,2-diphenylethane-1,2-diols. This reaction was also applicable...

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Bibliographic Details
Published in:	RSC advances Vol. 11; no. 4; pp. 24652 - 24655
Main Authors:	Yasui, Masamichi, Hanaya, Kengo, Sugai, Takeshi, Higashibayashi, Shuhei
Format:	Journal Article
Language:	English
Published:	England Royal Society of Chemistry 14-07-2021 The Royal Society of Chemistry
Subjects:	Chemistry Coupling Dihydrophenanthrene Diols Functional groups Reducing agents
Online Access:	Get full text
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Summary:	The metal-free thermal organocatalytic pinacol coupling of arylaldehydes has been developed. The intermolecular coupling of arylaldehydes catalyzed by t -butyl isonicotinate with bis(pinacolato)diboron as the co-reducing agent afforded 1,2-diphenylethane-1,2-diols. This reaction was also applicable to the intramolecular coupling of 1,1′-biphenyl-2,2′-dicarbaldehydes to afford 9,10-dihydrophenanthrene-9,10-diols. Various functional groups were tolerated under this coupling condition. The metal and light-free thermal organocatalytic pinacol coupling of arylaldehydes has been developed.
Bibliography:	10.1039/d1ra04443e Electronic supplementary information (ESI) available. See DOI ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	2046-2069 2046-2069
DOI:	10.1039/d1ra04443e