Synthesis of Thio‐/Selenopyrrolines  via  SnCl 4 ‐Catalyzed (3+2)‐Cycloadditions of Donor‐Acceptor Cyclopropanes with Thio‐/Selenocyanates | Zendy

Singh Prasoon Raj | Zendy; Kalaramna Pratibha | Zendy; Ali Shamsad | Zendy; Goswami Avijit | Zendy

Premium

Synthesis of Thio‐/Selenopyrrolines via SnCl 4 ‐Catalyzed (3+2)‐Cycloadditions of Donor‐Acceptor Cyclopropanes with Thio‐/Selenocyanates

Author(s) -

Singh Prasoon Raj,

Kalaramna Pratibha,

Ali Shamsad,

Goswami Avijit

Publication year - 2021

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.202100846

Subject(s) - chemistry , thio , cycloaddition , moiety , thiocyanate , nitrile , lewis acids and bases , catalysis , chemoselectivity , medicinal chemistry , aryl , organic chemistry , acceptor , alkyl , physics , condensed matter physics

A straightforward protocol has been developed to access thio‐/selenopyrrolines through a (3+2)‐cycloaddition of aryl thio‐/selenocyanates with donor‐acceptor cyclopropanes (DACs) in the presence of SnCl 4 as a Lewis acid catalyst. Further, good chemoselectivity was observed when DACs were treated with 3‐cyano phenyl thiocyanate. These results suggest that thiocyanate is more reactive than nitrile moiety in such (3+2)‐cycloaddition reactions.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research