TY - JOUR
T1 - Concise syntheses of dictyodendrins A and F by a sequential C-H functionalization strategy
AU - Yamaguchi, Atsushi D.
AU - Chepiga, Kathryn M.
AU - Yamaguchi, Junichiro
AU - Itami, Kenichiro
AU - Davies, Huw M.L.
N1 - Publisher Copyright:
© 2015 American Chemical Society.
PY - 2015/1/21
Y1 - 2015/1/21
N2 - Syntheses of dictyodendrins A and F have been achieved using a sequential C-H functionalization strategy. The N-alkylpyrrole core is fully functionalized by means of a rhodium(I)-catalyzed C-H arylation at the C3-position, a rhodium(II)-catalyzed double C-H insertion at the C2- and C5-positions, and a Suzuki-Miyaura cross-coupling reaction at the C4-position. The syntheses of dictyodendrins A and F were completed by formal 6π-electrocyclization to generate the pyrrolo[2,3-c]carbazole core of the natural products.
AB - Syntheses of dictyodendrins A and F have been achieved using a sequential C-H functionalization strategy. The N-alkylpyrrole core is fully functionalized by means of a rhodium(I)-catalyzed C-H arylation at the C3-position, a rhodium(II)-catalyzed double C-H insertion at the C2- and C5-positions, and a Suzuki-Miyaura cross-coupling reaction at the C4-position. The syntheses of dictyodendrins A and F were completed by formal 6π-electrocyclization to generate the pyrrolo[2,3-c]carbazole core of the natural products.
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U2 - 10.1021/ja512059d
DO - 10.1021/ja512059d
M3 - Article
C2 - 25562696
AN - SCOPUS:84921500140
VL - 137
SP - 644
EP - 647
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 2
ER -