Superacid Catalyzed Reactions of 5-Amino-1-Naphthol with Benzene and Cyclohexane | Sciact - CRIS-system of Boreskov Institute of Catalysis

Superacid Catalyzed Reactions of 5-Amino-1-Naphthol with Benzene and Cyclohexane Full article

Journal

Tetrahedron
ISSN: 0040-4020 , E-ISSN: 1464-5416

Output data

Year: 2002, Volume: 58, Number: 27, Pages: 5423-5426 Pages count : 4 DOI: 10.1016/S0040-4020(02)00512-4

Tags

Aminonaphthol, Condensation, Ionic hydrogenation, Superacid, Superelectrophile

Authors

Koltunov Konstantin Yu. ¹ , Prakash G.K. Surya ¹ , Rasul Golam ¹ , Olah George A. ¹

Affiliations

1	Department of Chemistry, Loker Hydrocarbon Research Institute, University of Southern California, Los Angeles, CA 90089-1661, United States

5-Amino-1-naphthol undergoes ionic hydrogenation with cyclohexane and condenses with benzene when reacted in the presence of excess of aluminum halides to give 5-amino-1-tetralone (10) and 5-amino-3-phenyl-1-tetralone, respectively. In CF3SO3H as well as CF3SO3H–SbF5 superacidic media 5-amino-1-naphthol gave N,C-diprotonated dication that can be considered as the superelectrophilic intermediate in the reactions with cyclohexane and benzene. The mechanism of these reactions is discussed.

Koltunov K.Y. , Prakash G.K.S. , Rasul G. , Olah G.A.
Superacid Catalyzed Reactions of 5-Amino-1-Naphthol with Benzene and Cyclohexane
Tetrahedron. 2002. V.58. N27. P.5423-5426. DOI: 10.1016/S0040-4020(02)00512-4 WOS Scopus РИНЦ ANCAN OpenAlex

Submitted:	Apr 12, 2002
Accepted:	May 16, 2002
Published online:	May 29, 2002
Published print:	Jul 1, 2002

Web of science:	WOS:000176653300004
Scopus:	2-s2.0-0036642742
Elibrary:	14258991
Chemical Abstracts:	2002:483379
Chemical Abstracts (print):	137:384629
OpenAlex:	W2047375407

DB	Citing
Web of science	35
Scopus	37
OpenAlex	33