The alkylation of C-H bonds with α,β-unsaturated carbonyl compounds by a rhodium-catalyzed reaction of aromatic amides containing an 8-aminoquinoline moiety is reported. The reaction is highly regioselective. The formation of C-C bonds occurs between the ortho C-H bonds in aromatic amides and the β-position of the acyclic α,β-unsaturated carbonyl compounds. The reaction is applicable to various acyclic α,β-unsaturated carbonyl compounds, such as acrylic esters, acrylamide, fumarate, maleate, and phenyl vinyl sulfone.
An unprecedented C–H alkylation using α,β-unsaturated γ-lactones (butenolides) and dihydrofurans was achieved by the Rh-catalyzed reaction of benzamides.
This study suggests that NOS is present in human neutrophils and may be involved in FMLP-induced chemotaxis in normal neutrophils. NOS activity is increased in LAgP and is negatively correlated to chemotaxis response.
Rhodium-catalyzed alkylation reactions of aromatic C-H bonds in aromatic amides with styrene derivatives have been developed by using an 8-aminoquinoline as a bidentate directing group. C-C bond formation selectively occurred between the ortho C-H bonds in aromatic amides and the terminal carbon of the styrene derivatives. The presence of an 8-aminoquinoline moiety is essential for the success of the reaction.
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