Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 363, Issue 9, Pages 2310-2324Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202001460
Keywords
Borane; borylation; cross-coupling; diboron; diminished Lewis acidity; organoboron compound; anthranilamide; 1,8-diaminonaphthalene
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Recent advances in the synthesis of organoboron compounds with diminished boron Lewis acidity via B(aam)- and B(dan)-installing borylation reactions have attracted growing attention due to their unique reactivity and outstanding stability toward air and moisture. Direct Suzuki-Miyaura cross-couplings with previously believed unreactive R-B(aam)/B(dan) compounds have also been discussed.
This review describes recent advances in the synthesis of anthranilamide/1,8-diaminonaphthalene-substituted organoboron compounds with diminished boron Lewis acidity via catalytic B(aam)- and B(dan)-installing borylation reactions, which have attracted growing attention especially in the last five years owing to their unique reactivity, regioselectivity, and the outstanding stability toward air and moisture of organoboron compounds obtained therefrom. Direct Suzuki-Miyaura cross-couplings with R-B(aam)/B(dan), which were believed to be wholly unreactive until recently, are also discussed.
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