Co-reporter:Tomohiro Maegawa, Misa Nogata, Yuuka Hirose, Shun Ohgami, Akira Nakamura, Yasuyoshi Miki, and Hiromichi Fujioka
The Journal of Organic Chemistry July 21, 2017 Volume 82(Issue 14) pp:7608-7608
Publication Date(Web):June 22, 2017
DOI:10.1021/acs.joc.7b00776
A novel transformation reaction of methylene acetals, using a combination of trimethyl(phenylthio)silane (PhSTMS) and N-bromosuccinimide (NBS) under mild reaction conditions, is described. Various methylene acetals were converted to their corresponding bromoformates in good to high yields. Under the given conditions, the reaction proceeded via a radical pathway. Further transformation of bromoformates to their corresponding epoxides was achieved by treatment with NaOMe.
Co-reporter:Akira Nakamura;Satoshi Tanaka;Akira Imamiya;Reo Takane;Chiaki Ohta;Kazuma Fujimura;Yasuyoshi Miki
Organic & Biomolecular Chemistry 2017 vol. 15(Issue 32) pp:6702-6705
Publication Date(Web):2017/08/16
DOI:10.1039/C7OB01536D
An efficient one-pot method was developed for the construction of 3-acylindoles via oxidative rearrangement of 2-aminochalcones followed by intramolecular cyclization. The reaction was used to convert a variety of 2-aminochalcones into 3-acylindoles in moderate to high yields.
Co-reporter:Akira Nakamura;Satoshi Tanaka;Akira Imamiya;Reo Takane;Chiaki Ohta;Kazuma Fujimura;Yasuyoshi Miki
Organic & Biomolecular Chemistry 2017 vol. 15(Issue 32) pp:6702-6705
Publication Date(Web):2017/08/16
DOI:10.1039/C7OB01536D
An efficient one-pot method was developed for the construction of 3-acylindoles via oxidative rearrangement of 2-aminochalcones followed by intramolecular cyclization. The reaction was used to convert a variety of 2-aminochalcones into 3-acylindoles in moderate to high yields.
Co-reporter:Takuya Onaka, Hideaki Umemoto, Yasuyoshi Miki, Akira Nakamura, and Tomohiro Maegawa
The Journal of Organic Chemistry 2014 Volume 79(Issue 14) pp:6703-6707
Publication Date(Web):June 24, 2014
DOI:10.1021/jo500862t
A mild and regioselective 2-arylation of 5-substituted tetrazoles is described. The reaction proceeds regioselectively with a variety of arylboronic acids in the presence of [Cu(OH)(TMEDA)]2Cl2 to afford 2,5-disubstituted tetrazoles. This is the first report of highly regioselective arylation of 5-alkyltetrazoles.