A Novel Synthesis of  tert ‐ Alkyl Sulfides | Zendy

Katritzky Alan R. | Zendy; Perumal Subbu | Zendy; Kuzmierkiewicz Wojciech | Zendy; Lue Ping | Zendy; Greenhill John V. | Zendy

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A Novel Synthesis of tert ‐ Alkyl Sulfides

Author(s) -

Katritzky Alan R.,

Perumal Subbu,

Kuzmierkiewicz Wojciech,

Lue Ping,

Greenhill John V.

Publication year - 1991

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19910740829

Subject(s) - chemistry , alkyl , benzotriazole , halogen , electrophile , halide , reagent , medicinal chemistry , sulfonium , organic chemistry , catalysis , salt (chemistry)

tert ‐ Alkyl sulfides are conveniently prepared from α‐(1 H ‐benzotriazol‐1‐yl)alkyl sulfides by displacement of the 1 H ‐benzotriazol‐1‐yl group with Grignard reagents. The 1‐[α‐(alkylthio)alkyl]‐ and 1‐[α‐(arylthio)alkyl]‐1 H ‐benzotriazole intermediates are easily available by several routes: ( i ) displacement of the halogen from appropriate halides by sodium salts of thiols, ( ii ) condensation of 1 H ‐benzotriazole and thiols with carbonyl compounds, or ( iii ) lithiation of N ‐substituted 1 H ‐benzotriazoles and subsequent treatment with electrophiles.

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