TY - JOUR
T1 - One-Pot Synthesis of Dibenzo[ b, f]oxepines and Total Synthesis of Bauhinoxepin C
AU - Taweesak, Pondpavee
AU - Thongaram, Phanida
AU - Kraikruan, Panitan
AU - Thanetchaiyakup, Adisak
AU - Chuanopparat, Nutthawat
AU - Hsieh, Hsing Pang
AU - Uang, Biing Jiun
AU - Ngernmeesri, Paiboon
N1 - Funding Information:
This research was supported by National Research Council of Thailand (NRCT): NRCT5-RSA63002-10, the Kasetsart University Research and Development Institute (KURDI), the Science Achievement Scholarship of Thailand (SAST), the Center of Excellence for Innovation in Chemistry (PERCH-CIC), Ministry of Higher Education, Science, Research and Innovation, the Department of Chemistry, and the Faculty of Science, Kasetsart University.
Publisher Copyright:
© 2021 American Chemical Society. All rights reserved.
PY - 2021/1/15
Y1 - 2021/1/15
N2 - In this work, we report a novel and simple one-pot synthesis of substituted dibenzo[b,f]oxepines under transition-metal-free conditions. This cascade process involves nucleophilic aromatic substitution followed by Knoevanagel condensation, as evidenced by the isolated reaction intermediates. We have also achieved the synthesis of anticancer bauhinoxepin C in 7 steps with 5.1% overall yield using this synthetic approach.
AB - In this work, we report a novel and simple one-pot synthesis of substituted dibenzo[b,f]oxepines under transition-metal-free conditions. This cascade process involves nucleophilic aromatic substitution followed by Knoevanagel condensation, as evidenced by the isolated reaction intermediates. We have also achieved the synthesis of anticancer bauhinoxepin C in 7 steps with 5.1% overall yield using this synthetic approach.
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U2 - 10.1021/acs.joc.0c02452
DO - 10.1021/acs.joc.0c02452
M3 - Review article
AN - SCOPUS:85100087410
SN - 0022-3263
VL - 86
SP - 1955
EP - 1963
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 2
ER -