Palladium‐Catalyzed Carbonylative Cross‐Coupling of Aryl Iodides and Alkenyl Bromides with Benzyl Halides under Reductive Conditions
نویسندگان
چکیده
A direct and convenient method for the palladium-catalyzed reductive cross-coupling of aryl iodides or alkenyl bromides secondary benzyl halides under ambient CO pressure to generate a diverse array aryl/alkenyl alkyl ketones has been developed. This strategy successfully achieves three-component carbonylative reaction with Zn as reducing agent C−C bond formation, overcoming well-known homocoupling halides, between two different electrophiles other coupling reactions. In addition, this avoids use preformed organometallic nucleophiles, such organo-magnesium, zinc boron reagents. approach enables construction valuable alkyl/alkenyl ketone derivatives (60 examples, 56–95% yields). Reactivity studies indicate that in situ formed benzylic reagents are intermediates catalytic system.
منابع مشابه
Carbonylative Suzuki Couplings of Aryl Bromides with Boronic Acid Derivatives under Base-Free Conditions
The carbonylative Suzuki-Miyaura reaction between aryl bromides and arylboronic acid equivalents is herein reported, using base-free conditions and a limited excess of carbon monoxide generated ex situ from stable CO-precursors. Under these conditions, unsymmetrical biaryl ketones were obtained in modest to excellent yields. This method was adapted to the synthesis of the triglyceride and chole...
متن کاملPalladium-catalyzed carbonylative Negishi-type coupling of aryl iodides with benzyl chlorides.
متن کامل
Nickel-Catalyzed Reductive Cross-Coupling of (Hetero)Aryl Iodides with Fluorinated Secondary Alkyl Bromides.
A mild and efficient nickel-catalyzed reductive cross-coupling between fluorinated secondary alkyl bromides and (hetero)aryl iodides is described. The use of FeBr2 as an additive successfully overcomes the hydrodebromination and β-fluorine elimination of fluorinated substrates and allows the efficient synthesis of a wide range of trifluoromethyl and difluoroalkyl containing aliphatic compounds ...
متن کاملHeterogeneous copper-catalyzed hydroxylation of aryl iodides under air conditions.
In this work, the ligand-free heterogeneous copper Cu-g-C3N4 was synthesized and used for the hydroxylation of aryl iodides to synthesize phenols using cheap bases. The catalyst was conveniently prepared, air-tolerant, reusable and scalable, and is very efficient for a wide range of substrates. The synthesis of substituted phenols can be carried out under air conditions and has great potential ...
متن کاملNickel-catalyzed reductive allylation of aryl bromides with allylic acetates.
This paper highlights Ni-catalyzed allylation of electron-rich aryl bromides with a variety of substituted allylic carbonates using zinc as the terminal reductant, affording E-alkenes regioselectively in good to excellent yields by the addition of aryl to the less hindered allylic carbon. The electron-deficient aryl bromides and chlorides are also highly efficient coupling partners.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Asian Journal of Organic Chemistry
سال: 2022
ISSN: ['2193-5815', '2193-5807']
DOI: https://doi.org/10.1002/ajoc.202200243