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  • Concise syntheses of dictyodendrins A and F by a sequential C-H functionalization strategy.

Concise syntheses of dictyodendrins A and F by a sequential C-H functionalization strategy.

Journal of the American Chemical Society (2015-01-07)
Atsushi D Yamaguchi, Kathryn M Chepiga, Junichiro Yamaguchi, Kenichiro Itami, Huw M L Davies
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Rh2(S-TCPTAD)4