Synthesis of α‐oxo‐sulfines in the indole series | Zendy

Bergman Jan | Zendy; Romero Ivan | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Synthesis of α‐oxo‐sulfines in the indole series

Author(s) -

Bergman Jan,

Romero Ivan

Publication year - 2010

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.453

Subject(s) - chemistry , thionyl chloride , oxindole , indole test , nucleophile , acetonitrile , yield (engineering) , reagent , adduct , organic chemistry , chloride , medicinal chemistry , materials science , metallurgy , catalysis

Oxindole was found to react readily with thionyl chloride to give (in an excellent yield) the isolable sulfine ( 13a ), which on heating (refluxing acetonitrile) gave isoindigo ( 15a ). The dark violet 3‐sulfinato‐oxindole ( 13a ) readily reacted with 2,3‐dimethylbutadiene to give a colorless cyclo‐adduct ( 14a ). The sulfine also reacted readily with various nucleophilic reagents, thus, thioloacetic acid gave 3‐carboxymethylthiolo‐oxindole ( 23a ). J. Heterocyclic Chem., (2010).

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research