Efficient Carbazole Synthesis via Pd/Cu-Cocatalyzed Cross-Coupling/Isomerization of 2-Allyl-3-iodoindoles and Terminal Alkynes | Zendy

Can Zhu | Zendy; Shengming Ma | Zendy

Open Access

Efficient Carbazole Synthesis via Pd/Cu-Cocatalyzed Cross-Coupling/Isomerization of 2-Allyl-3-iodoindoles and Terminal Alkynes

Author(s) -

Can Zhu,

Shengming Ma

Publication year - 2014

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/ol500119r

Subject(s) - chemistry , isomerization , carbazole , terminal (telecommunication) , coupling (piping) , photochemistry , combinatorial chemistry , ethylene , catalysis , medicinal chemistry , organic chemistry , computer science , mechanical engineering , telecommunications , engineering

The Pd/Cu-cocatalyzed one-pot reaction of 2-allyl-3-iodo-1-tosyl-1H-indoles and terminal alkynes afforded carbazoles highly efficiently via sequential carbon-carbon coupling, isomerization, cyclization, and aromatization forming a benzene ring. Both Pd and Cu are responsible for the coupling step, while K2CO3 was observed to be critical for the subsequent cyclization.

The content you want is available to Zendy users.

Already have an account? Click here to sign in.

Having issues? You can contact us here

Accelerating Research