TY - JOUR
T1 - A Synthetic Strategy for the Construction of Functionalized Triphenylene Frameworks via Palladium Catalyzed Intramolecular Annulation/Decyanogenative C-H Bond Alkenylation
AU - Ichake, Sachin S.
AU - Villuri, Bharath Kumar
AU - Reddy, Sabbasani Rajasekhara
AU - Kavala, Veerababurao
AU - Yao, Ching Fa
N1 - Funding Information:
We are grateful to the Ministry of Science and Technology ROC (MOST 107-2113-M-003-003) and National Taiwan Normal University (103-07-C) for providing financial assistance. We are also thanking the Instrumentation Centre at National Taiwan Normal University. We are grateful to X-ray technician Mr. Ting-Shen Kuo, Mass spectroscopy technician Ms. Hsiu-Min Huan, NMR technician Ms. Chiu-Hui He and Dr. Ram Ambre (UV Fluorescence studies) for providing the analytical data presented in this paper.
Publisher Copyright:
© 2019 American Chemical Society.
PY - 2019/4/5
Y1 - 2019/4/5
N2 - 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.
AB - 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.
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U2 - 10.1021/acs.orglett.9b00532
DO - 10.1021/acs.orglett.9b00532
M3 - Article
C2 - 30883138
AN - SCOPUS:85063391247
VL - 21
SP - 2256
EP - 2260
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 7
ER -