A Synthetic Strategy for the Construction of Functionalized Triphenylene Frameworks via Palladium Catalyzed Intramolecular Annulation/Decyanogenative C–H Bond Alkenylation

Autor:	Sachin S. Ichake, Ching Fa Yao, Veerababurao Kavala, Sabbasani Rajasekhara Reddy, Bharath Kumar Villuri
Rok vydání:	2019
Předmět:	Annulation Organic Chemistry Triphenylene chemistry.chemical_element Benzyl cyanide Biochemistry Medicinal chemistry Catalysis chemistry.chemical_compound chemistry Intramolecular force Knoevenagel condensation Physical and Theoretical Chemistry Bond cleavage Palladium
Zdroj:	Organic Letters. 21:2256-2260
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.9b00532
Popis:	The palladium catalyzed synthesis of 14-phenylbenzo[ f]tetraphene-9-carbonitrile derivatives as core polycyclic aromatic hydrocarbons (PAHs) was achieved via an intramolecular annulation and decyanogenative C-H bond alkenylation strategy. A readily synthesized Knoevenagel condensation product of [1,1'-biphenyl]-2,2'-dicarbaldehyde with benzyl cyanide converted successfully into 14-phenylbenzo[ f]tetraphene-9-carbonitrile derivatives in excellent yields up to 94%. The transformation involves an intramolecular cascade C-C bond formation along with a C-H bond cleavage sequence.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::370630550802904cee3e1ce54e262d5d https://doi.org/10.1021/acs.orglett.9b00532 Zobrazit plný text záznamu