Adamantylation of N-aryl and N-arylalkyl acetamides in trifluoroacetic acid

Новаков, И. А.; Orlinson, B. S.; Zav’yalov, D. V.; Porkhun, V. I.; Savelyev, E. N.; Потаенкова, Е. А.; Вострикова, О. В.; Nakhod, M. A.; Kireeva, A. V.; Pichugin, A. M.

doi:10.1007/s11172-020-2873-9

Cited by 7 publications

(1 citation statement)

References 21 publications

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“…Initial aniline (99.5%, extra pure, CAS 62-53-3), benzylamine (99%, CAS 100-46-9), Aliquat® 336TG (CAS 63393-96-4), gray elemental selenium (99.5+%, 200 mesh, CAS 7782-49-2) (Acros Organics), adamantan-1-amine (97%, CAS 768-94-5), adamantan-2amine hydrochloride (99%, CAS 10523-68-9), 3,5-dimethyladamantan-1-amine hydrochloride (≥98%, CAS 41100-52-1), adamantan-1-ylmethanamine (98%, CAS 17768-41-1), 1-(adamantan-1-yl)ethan-1-amine (99%, CAS 1501-84-4), and triethylamine (BioUltra, ≥99.5%, CAS 121-44-8) (Sigma-Aldrich) were used without further purification. 2-(Adamantan-1-yl)ethan-1-amine [43] and 4-(adamantan-1-yl)aniline hydrochloride [44] were synthesized according to known procedures.…”

Section: Methodsmentioning

confidence: 99%

Synthesis and Properties of N,N′-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: XI. 1-[(Adamantan-1 yl)alkyl]-3-arylselenoureas

et al. 2021

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A series of N,N′-disubstituted selenoureas containing an adamantane fragment have been synthesized in 23-75% yields. Procedures for the isolation and purification of aromatic isoselenocyanates have been improved. The chemical shift of the C=Se carbon nucleus in the 13 C NMR spectra of selenoureas has been refined. The synthesized selenoureas have been found to be promising as inhibitors of not only epoxide hydrolase (sEH-H) but also phosphatase domains (sEH-P) of human soluble epoxide hydrolase.

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Section: Methodsmentioning

confidence: 99%