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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%.