Total Synthesis of Dictyodendrins A–F by the Gold‐Catalyzed Cascade Cyclization of Conjugated Diyne with Pyrrole | Zendy

Matsuoka Junpei | Zendy; Inuki Shinsuke | Zendy; Matsuda Yuka | Zendy; Miyamoto Yoichi | Zendy; Otani Mayumi | Zendy; Oka Masahiro | Zendy; Oishi Shinya | Zendy; Ohno Hiroaki | Zendy

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Total Synthesis of Dictyodendrins A–F by the Gold‐Catalyzed Cascade Cyclization of Conjugated Diyne with Pyrrole

Author(s) -

Matsuoka Junpei,

Inuki Shinsuke,

Matsuda Yuka,

Miyamoto Yoichi,

Otani Mayumi,

Oka Masahiro,

Oishi Shinya,

Ohno Hiroaki

Publication year - 2020

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.202001950

Subject(s) - conjugated system , carbazole , pyrrole , annulation , catalysis , cascade , chemistry , combinatorial chemistry , total synthesis , stereochemistry , organic chemistry , polymer , chromatography

The total synthesis of dictyodendrins A–F was achieved by using the gold(I)‐catalyzed annulation of a conjugated diyne with N ‐Boc‐pyrrole for direct construction of the pyrrolo[2,3‐ c ]carbazole scaffold. Late‐stage functionalization of the resulting pyrrolo[2,3‐ c ]carbazole to introduce various substituents provided divergent access to dictyodendrins. Some dictyodendrin analogues exhibited inhibitory activities toward CDK2/CycA2 and GSK3.

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