TY - JOUR
T1 - Palladium-catalyzed intramolecular cyclization of ynamides
T2 - Synthesis of 4-halo-oxazolones
AU - Huang, Hai
AU - He, Guangke
AU - Zhu, Guohao
AU - Zhu, Xiaolin
AU - Qiu, Shineng
AU - Zhu, Hongjun
N1 - Publisher Copyright:
© 2015 American Chemical Society.
PY - 2015/4/3
Y1 - 2015/4/3
N2 - A mild and efficient methodology involving Pd(PPh3)4-catalyzed intramolecular cyclization of N-alkynyl alkyloxycarbamates with CuCl2 or CuBr2 for the synthesis of 4-halo-oxazolones was developed. This reaction exhibiting good functional tolerance provided a new, efficient, and rapid synthetic process to 4-halo-oxazolones. The resulting 4-halo-oxazolones can serve as great potential precursors for the 3,4,5-trisubstituted oxazolones via a Pd-catalyzed cross-coupling reaction.
AB - A mild and efficient methodology involving Pd(PPh3)4-catalyzed intramolecular cyclization of N-alkynyl alkyloxycarbamates with CuCl2 or CuBr2 for the synthesis of 4-halo-oxazolones was developed. This reaction exhibiting good functional tolerance provided a new, efficient, and rapid synthetic process to 4-halo-oxazolones. The resulting 4-halo-oxazolones can serve as great potential precursors for the 3,4,5-trisubstituted oxazolones via a Pd-catalyzed cross-coupling reaction.
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U2 - 10.1021/acs.joc.5b00071
DO - 10.1021/acs.joc.5b00071
M3 - Article
C2 - 25756315
AN - SCOPUS:84926484323
SN - 0022-3263
VL - 80
SP - 3480
EP - 3487
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 7
ER -