1781301-15-2

Usage

Aromatic aldehyde

It is an aldehyde with an aromatic character This means that the compound has a benzene ring (a six-carbon ring with alternating single and double bonds) and a carbonyl group (C=O) at the end of a side chain.

Piperidine ring structure

The compound contains a six-membered nitrogen-containing ring This refers to the presence of a piperidine ring, which is a common structural motif in many pharmaceuticals and natural products.

Commonly used in organic synthesis and pharmaceutical research

It serves as a building block for creating other complex organic molecules This indicates that 1-phenylpiperidine-2-carbaldehyde is a versatile compound used to synthesize a wide range of target molecules in both academic and industrial settings.

Key intermediate in the production of various pharmaceuticals

It is used to make psychiatric medications and analgesics This highlights the importance of the compound in the synthesis of drugs that treat mental health disorders and pain relief medications.

Versatile building block for synthesis

Its structure and reactivity make it valuable in the development of new drug compounds The compound's unique properties allow it to be used in the creation of a variety of novel pharmaceuticals with potential therapeutic applications.

Potential pharmacological properties

It has been studied for its possible effects in the field of medicinal chemistry This suggests that 1-phenylpiperidine-2-carbaldehyde may have its own therapeutic effects and could be further developed as a drug candidate.

Upstream product

• 40832-99-3 N-phenylazepane 

Relevant academic research and scientific papers

Synthesis of α-Formylated N-Heterocycles and Their 1,1-Diacetates from Inactivated Cyclic Amines Involving an Oxidative Ring Contraction

A novel synthesis of pyrrolidine-2-carbaldehydes or tetrahydropyridine-2-carbaldehydes from the cascade reactions of N-arylpiperidines or N-arylazepanes is presented. Mechanistically, the formation of the title compounds involves an unprecedented oxidative ring contraction of inactivated cyclic amines via Cu(OAc)2/KI/O2-promoted oxidative cleavage and reformation of the C-N bond. Interestingly, when PhI(OAc)2 was used in place of KI, 1,1-diacetates of the corresponding aldehydes were directly obtained with good efficiency. To the best of our knowledge, this is the first example of regioselective C(sp3)-H bond functionalization and C(sp3)-N bond activation of saturated cyclic amines using copper salt and oxygen.

Iodine-Catalyzed Oxidative Rearrangement of Amines to α-Amino Acetals and α-Amino Aldehydes

A protocol for iodine-catalyzed oxidative rearrangement of tertiary and secondary amines has been developed. This metal-free protocol provides an atom-economical, efficient access to synthetically useful α-amino acid derivatives from readily available acyclic and cyclic tertiary or secondary amines. (Figure presented.).

Iodine-catalyzed oxidative rearrangement of amines to a-amino acetals and a-amino aldehydes

A protocol for iodine-catalyzed oxidative rearrangement of tertiary and secondary amines has been developed. This metal-free protocol provides an atom-economical, efficient access to synthetically useful a-amino acid derivatives from readily available acyclic and cyclic tertiary or secondary amines.