4 research outputs found
Copper-Catalyzed Claisen Rearrangement with AIBN and Allylic Alcohols
A novel and succinct method for the synthesis of N-cyanomethyl amides from allylic alcohols with AIBN as
the nitrile
source is developed. Owing to the coordination effect with the copper
catalyst, a ketenimine intermediate is formed via couplings of isobutyronitrile
radicals. The copper-activated ketenimine could subsequently be intercepted
by allylic alcohols and undergo Claisen rearrangement to furnish N-cyanomethyl amides. Further functional group transformations
of the N-cyanomethyl amide products are also described
Palladium-Catalyzed Dehydrogenative Difunctionalization of Aminoalkenes with Aminals as Oxidants and Electrophiles
A novel
palladium-catalyzed aminomethylamination of aminoalkenes
with an aminal, functioning not only as an aminomethylation reagent
but also as an oxidant, was developed. This direct and operationally
simple protocol provides a fundamentally novel and unique approach
toward the synthesis of 2-(2-aminoethyl)indoles and 2-(2-aminoethyl)pyrrolidines,
which are important building blocks in synthetic organic chemistry.
The unity of this method was highlighted by the rapid synthesis of
Alosetron, a drug used for the treatment of irritable bowel syndrome
Palladium-Catalyzed Dehydrogenative Difunctionalization of Aminoalkenes with Aminals as Oxidants and Electrophiles
A novel
palladium-catalyzed aminomethylamination of aminoalkenes
with an aminal, functioning not only as an aminomethylation reagent
but also as an oxidant, was developed. This direct and operationally
simple protocol provides a fundamentally novel and unique approach
toward the synthesis of 2-(2-aminoethyl)indoles and 2-(2-aminoethyl)pyrrolidines,
which are important building blocks in synthetic organic chemistry.
The unity of this method was highlighted by the rapid synthesis of
Alosetron, a drug used for the treatment of irritable bowel syndrome
Palladium-Catalyzed Dehydrogenative Difunctionalization of Aminoalkenes with Aminals as Oxidants and Electrophiles
A novel
palladium-catalyzed aminomethylamination of aminoalkenes
with an aminal, functioning not only as an aminomethylation reagent
but also as an oxidant, was developed. This direct and operationally
simple protocol provides a fundamentally novel and unique approach
toward the synthesis of 2-(2-aminoethyl)indoles and 2-(2-aminoethyl)pyrrolidines,
which are important building blocks in synthetic organic chemistry.
The unity of this method was highlighted by the rapid synthesis of
Alosetron, a drug used for the treatment of irritable bowel syndrome