Palladium-catalyzed heteroarylamination of ethyl 2-chloro-1-azaazulene-3-carboxylate and annulation of heteroarylamino-1-azaazulenes

Palladium-catalyzed heteroarylamination of ethyl 2-chloro-1-azaazulene-3-carboxylate and annulation of heteroarylamino-1-azaazulenes

Creators Koizumi Kazuya

Creators Shimabara Kunitaka

Creators Takemoto Aya

Creators Yamazaki Shinya

Creators Yamauchi Noriko

Creators Fujii Hiroyuki

Creators Kurosawa Masaki

Creators Konakahara Takeo

Creators Abe Noritaka

The palladium catalyzed heteroarylamination of ethyl 2-chloro-1-azaazulene-3-carboxylate was achieved using a catalyst based on Pd2(dba)3 / Xantphos system. Treatment of ethyl 2-(heteroarylamino)-1-aza-azulene-3-carboxylates with a PPA-POCl3 mixture gave corresponding annulation products. 2-(2-Benzothiazolylamino)-1-azaazulene (3h) showed anticancer activity against HeLa S3 cells (IC50: 6.5 μM).

[ISSN]0385-5414

[NCID]AA00663739

https://doi.org/10.3987/COM-08-S(D)6

[isVersionOf] [URI]http://www.heterocycles.jp/