New carboxylic acid amides of the pyrrole series: Synthetic routes and biological aspects
Complex II inhibitors play an important role in agrochemical fungicide research and have been known for more than 40 years. With the introduction of ortho-substituted heterocyclic amides, a breakthrough in activity level and spectrum within this class was achieved. In the meantime all major agrochemical companies have entered this field. In this paper, a special complex II subclass, the pyrrole carboxamides, will be introduced in more detail and the synthesis of selected compounds as well as a short biological SAR analysis of the pyrrole subclass will be discussed.
Walter, Harald
scheme or table
p. 351 - 362
(2009/01/31)
Two New Oxindole Syntheses
Two oxindole syntheses are described, both starting from ketones, in which the carbonyl carbon becomes C-3 of the oxindole.The first route uses o-lithioformanilide followed by attack with cyanide ion and hydrolysis.The second uses a pinacol-type rearragement (or the γ-silyl alcohol variation) to create the quaternary centre, and involves an intramolecular displacement of fluoride ion from an unactivated benzene ring by an amide nitrogen to complete the lactam ring.The two routes are stereochemically complementary, giving different spiro-oxindoles from norbornanone.
Fleming, Ian,Loreto, Maria Antonietta,Wallace, Ian H.M.,Michael, Joseph P.
p. 349 - 360
(2007/10/02)
TWO NEW STEREOCHEMICALLY COMPLEMENTARY OXINDOLE SYNTHESES
Two routes have been developed for the conversion of ketones to oxindoles in the general sense (3->4); with norbornanone, the two routes gave different oxindoles (22 and 24).
Fleming, Ian,Loreto, Maria Antonietta,Michael, Joseph P.,Wallace, Ian H. M.
p. 2053 - 2056
(2007/10/02)
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