From Hünig's Base to Bis([1,2]dithiolo)‐[1,4]thiazines in One Pot: The Fast Route to Highly Sulfurated Heterocycles | Zendy

Rees Charles W. | Zendy; Marcos Carlos F. | Zendy; Polo Cecilia | Zendy; Torroba Tomás | Zendy; Rakitin Oleg A. | Zendy

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From Hünig's Base to Bis([1,2]dithiolo)‐[1,4]thiazines in One Pot: The Fast Route to Highly Sulfurated Heterocycles

Author(s) -

Rees Charles W.,

Marcos Carlos F.,

Polo Cecilia,

Torroba Tomás,

Rakitin Oleg A.

Publication year - 1997

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199702811

Subject(s) - isopropyl , yield (engineering) , base (topology) , chemistry , selectivity , thiazine , sequence (biology) , medicinal chemistry , diol , organic chemistry , mathematics , materials science , catalysis , mathematical analysis , biochemistry , metallurgy

In an extremely complex sequence of roughly 15 reaction steps ethyldiisopropylamine (Hü;nig's base) reacts with disulfur dichloride to give thiazine 1 [Eq. (a)]. Remarkable features of this reaction are the selectivity (only the isopropyl groups are attacked), the mild conditions relative to those in other diol syntheses, and the overall yield of 40%.

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