TY - JOUR
T1 - β-selective C-H arylation of pyrroles leading to concise syntheses of lamellarins C and I
AU - Ueda, Kirika
AU - Amaike, Kazuma
AU - Maceiczyk, Richard M.
AU - Itami, Kenichiro
AU - Yamaguchi, Junichiro
N1 - Publisher Copyright:
© 2014 American Chemical Society.
PY - 2014/9/24
Y1 - 2014/9/24
N2 - The first general β-selective C-H arylation of pyrroles has been developed by using a rhodium catalyst. This C-H arylation reaction, which is retrosynthetically straightforward but results in unusual regioselectivity, could result in de novo syntheses of pyrrole-derived natural products and pharmaceuticals. As such, we have successfully synthesized polycyclic marine pyrrole alkaloids, lamellarins C and I, by using this β-selective arylation of pyrroles with aryl iodides (C-H/C-I coupling) and a new double C-H/C-H coupling as key steps.
AB - The first general β-selective C-H arylation of pyrroles has been developed by using a rhodium catalyst. This C-H arylation reaction, which is retrosynthetically straightforward but results in unusual regioselectivity, could result in de novo syntheses of pyrrole-derived natural products and pharmaceuticals. As such, we have successfully synthesized polycyclic marine pyrrole alkaloids, lamellarins C and I, by using this β-selective arylation of pyrroles with aryl iodides (C-H/C-I coupling) and a new double C-H/C-H coupling as key steps.
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U2 - 10.1021/ja508449y
DO - 10.1021/ja508449y
M3 - Article
C2 - 25190257
AN - SCOPUS:84919891502
SN - 0002-7863
VL - 136
SP - 13226
EP - 13232
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 38
ER -
