Rhodium(II)-Catalyzed Carbenoid Insertion of N-Tosylhydrazones into Amide N--H Bonds: An Efficient Approach to N super(3)-Benzyl/Alkyl-2-arylq uinazolinones

Dirhodium(II) acetate-catalyzed reactions of N-tosylhydrazones with dihydroquinazolinones bearing different types of N--H bonds that give N super(3)-benzyl/alkyl-2-arylq uinazolin-4(3H)-ones through Csp super(3)[h orizontal line]N bond formation by oxidative dehydrogenation and insertion of rhodium-...

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Published inAdvanced synthesis & catalysis Vol. 358; no. 1; pp. 81 - 89
Main Authors Lingayya, Rajaka, Vellakkaran, Mari, Nagaiah, Kommu, Nanubolu, Jagadeesh Babu
Format Journal Article
LanguageEnglish
Published 01.01.2016
Subjects
Amides
Bearing
Bonding
Catalysis
Functional groups
Insertion
Synthesis
Tolerances
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Summary:Dirhodium(II) acetate-catalyzed reactions of N-tosylhydrazones with dihydroquinazolinones bearing different types of N--H bonds that give N super(3)-benzyl/alkyl-2-arylq uinazolin-4(3H)-ones through Csp super(3)[h orizontal line]N bond formation by oxidative dehydrogenation and insertion of rhodium-carbenoid into amide N--H bond are reported for the first time. This method features good to excellent yields, good functional group tolerance, high regioselectivity and readily available starting materials.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201500678