Nickel-Catalyzed Denitrogenative Cross-Coupling Reaction
of 1,2,3-Benzotriazin-4(3H)‑ones with Organoboronic
Acids: An Easy Access to Ortho-Arylated and Alkenylated
Benzamides
Posted on 2018-06-13 - 12:57
A novel nickel-catalyzed approach
to synthesize ortho-arylated and alkenylated benzamides
in good to high yields via a
denitrogenative cross-coupling reaction of 1,2,3-benzotriazin-4(3H)-ones with organoboronic acids is described. The reaction
proceeds through a five-membered azanickelacyclic intermediate with
the extrusion of a nitrogen molecule. Moreover, the resulting ortho-arylated benzamides were successfully converted into
synthetically useful substituted fluorenones and ortho-arylated benzylamine derivatives in high yields.
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Hari Balakrishnan, Madasamy; Sathriyan, Kotturaja; Mannathan, Subramaniyan (2018). Nickel-Catalyzed Denitrogenative Cross-Coupling Reaction
of 1,2,3-Benzotriazin-4(3H)‑ones with Organoboronic
Acids: An Easy Access to Ortho-Arylated and Alkenylated
Benzamides. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.8b01401
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AUTHORS (3)
MH
Madasamy Hari Balakrishnan
KS
Kotturaja Sathriyan
SM
Subramaniyan Mannathan
KEYWORDS
nitrogen moleculeAlkenylated Benzamidesoneyieldarylated benzylamine derivativesnovel nickel-catalyzed approachorganoboronic acidsorthofive-membered azanickelacyclicarylated benzamidesreaction proceedsEasy AccessOrganoboronic Acidsalkenylated benzamidesNickel-Catalyzed Denitrogenative Cross-Coupling Reactiondenitrogenative cross-coupling reaction