The Grignard-type nucleophilic addition of C(sp 2 )−H bonds to aldehydes catalyzed by high-oxidation-state transition metal complexes is limited to activated aldehydes. Herein, we report the first example of Grignard-type nucleophilic addition of C(sp 2 )−H bonds to unactivated aldehydes catalyzed by high-oxidation-state ruthenium(II). The reaction has mild reaction conditions and good functional group tolerance. The corresponding alcohol products are obtained in good to excellent yields.
A novel Ru-catalyzed redox-neutral [4+2] cyclization
of 2-arylbenzimidazoles
with α-trifluoromethyl-α-diazoketones has been achieved
through sequential C–H activation and defluorinative annulation.
This synthetic protocol unlocks modular and expeditious access to
6-fluorobenzimidazo[2,1-a]isoquinolines with high
efficiency and excellent functional group compatibility. The resultant
monofluorinated heterocyclic products can readily diversified by various
nucleophiles.
An efficient direct nucleophilic
addition reaction of
C(sp2)–H bonds to aldehydes catalyzed by a dimeric
manganese
has been developed. This reaction has a broad range of substrates,
and high yields were also obtained with inert aliphatic aldehydes
as substrates. A dimeric Mn2(CO)8Br2 was proven to be a more efficient catalyst precursor than the monomeric
Mn(CO)5Br.
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