- Ni-Catalyzed Reductive Cyanation of Aryl Halides and Phenol Derivatives via Transnitrilation
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Herein, we report a Ni-catalyzed reductive coupling for the synthesis of benzonitriles from aryl (pseudo)halides and an electrophilic cyanating reagent, 2-methyl-2-phenyl malononitrile (MPMN). MPMN is a bench-stable, carbon-bound electrophilic CN reagent that does not release cyanide under the reaction conditions. A variety of medicinally relevant benzonitriles can be made in good yields. Addition of NaBr to the reaction mixture allows for the use of more challenging aryl electrophiles such as aryl chlorides, tosylates, and triflates. Mechanistic investigations suggest that NaBr plays a role in facilitating oxidative addition with these substrates.
- Mills, L. Reginald,Graham, Joshua M.,Patel, Purvish,Rousseaux, Sophie A. L.
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supporting information
p. 19257 - 19262
(2019/12/02)
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- Four acid-catalysed dehydration reactions proceed without interference
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Four acid-catalysed dehydration reactions can proceed in one pot, simultaneously and without interference, to yield one imine, one acetal (or boronic ester), one ester and one alkene, even though many other cross-products could be conceived. This advanced
- Lirag, Rio Carlo,Miljani?, Ognjen ?.
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supporting information
p. 9401 - 9404
(2014/08/05)
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- Bismuth compounds in organic synthesis: Synthesis of dioxanes, dioxepines, and dioxolanes catalyzed by bismuth(III) triflate
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A simple method for the synthesis of 1,3-dioxolanes from carbonyl compounds has been developed using 1,2-bis(trimethylsilyloxy)ethane in the presence of bismuth(III) triflate as a catalyst. The bismuth(III) triflate catalyzed synthesis of a range of dioxanes and dioxepines has also been developed. In these latter cases, the carbonyl compound is treated with a diol, and triethyl orthoformate is used as a water scavenger. All these methods avoid the use of a Dean-Stark trap. Georg Thieme Verlag Stuttgart.
- Podgorski, Daniel M.,Krabbe, Scott W.,Le, Long N.,Sierszulski, Paul R.,Mohan, Ram S.
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experimental part
p. 2771 - 2775
(2010/10/02)
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- Solid supported reactions and reagents XIV [1]: Envirocat EPZG as a novel catalyst for selective acetalization of aldehydes and ketones
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Envirocat EPZG is an efficient reusable catalyst for acetalization of aldehydes and ketones. The isolation of pure products in high yields by simple filtration and evaporation of the solvent is an important feature of this method.
- Bandgar, Babasaheb P.,Gaikwad, Nandkumar B.
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p. 719 - 722
(2007/10/03)
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