[5C + 1N] annulation: a novel synthetic strategy for functionalized 2,3-dihydro-4-pyridones.
نویسندگان
چکیده
A novel and facile route to functionalized mono/bicyclic 2,3-dihydro-4-pyridones has been developed via formal [5C + 1N] annulation of readily available alpha-alkenoyl ketene-(S,S)-acetals with various aliphatic primary amines.
منابع مشابه
[5C + 1N] Annulation of 2,4-pentadienenitriles with hydroxylamine: a synthetic route to multi-substituted 2-aminopyridines.
A facile and efficient synthetic route to multi-substituted 2-aminopyridines has been developed via a formal [5C + 1N] annulation of readily available 2,4-pentadienenitriles with hydroxylamine (NH(2)OH) under very mild conditions, which involves sequential intermolecular aza-nucleophilic addition of hydroxylamine, intramolecular aza-cyclization, and dehydration reactions.
متن کاملPhosphine-Catalyzed [2 + 4] Annulation of Allenoates with Thiazolone-Derived Alkenes: Synthesis of Functionalized 6,7-Dihydro-5H-pyrano[2,3-d]thiazoles.
Phosphine-catalyzed [2 + 4] annulation of allenoates with thiazolone-derived alkenes has been achieved under mild conditions, giving biologically important 6,7-dihydro-5H-pyrano[2,3-d]thiazole derivatives in high to excellent yields. With the use of Kwon's phosphine as the chiral catalyst, optically active products were obtained in good yields with excellent enantioselectivities.
متن کاملN-Heterocyclic carbene-catalyzed annulation of cyclic β-enamino esters with enals: access to functionalized indolo[2,3-a]quinolizidines.
A novel synthetic approach to functionalized indolo[2,3-a]quinolizidines is developed via an N-heterocyclic carbene (NHC)-catalyzed annulation of cyclic β-enamino esters with enals . This methodology offers a pathway for quick and efficient construction of an indolo[2,3-a]quinolizidine skeleton which is a core structure of many natural products with diverse bioactivities.
متن کاملApplication of N-methylimidazole for the Synthesis of Dimethyl-{3-methyl-2-[(alkoxycarbonyl) anilino]-2,3-dihydro-1H-imidazol-1-yl)}-2-butenedioate Derivatives
A one-pot synthesis ofdimethyl-{3-methyl-2-[(alkoxycarbonyl) anilino]-2,3-dihydro-1Himidazol-1-yl)}-2-butenedioatesanddimethyl-2-[(alkoxycarbonyl)anilino]-2-butenedioates derivatives via reactions between dimethyl acetylenedicarboxylate,1-methylimidazoleand N-phenylcarbamates is described. The mild reaction condition, simple mixing of the starting materials and good yields exhibit the synthetic...
متن کاملRational Design, Synthesis and Computational Structure-Activity Relationship of Novel 3-(4-Chlorophenyl)-5-(3-Hydroxy-4-Ethoxyphenyl)-4,5-Dihydro-1H-Pyrazole-1-Carboxamide
Densely functionalized 3-(4-chlorophenyl)-5-(3-hydroxy-4-etoxyphenyl)-4,5-dihydro-1H-pyrazole-1-carboxamide was synthesized in an expedient manner through specification and transamidation respectively, of ester-functionalized pyrazoles. This synthetic protocol allowed for three diversifying steps in which appendages on the pyrazole scaffold were adjusted to optimize inhibition of protein kina...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Chemical communications
دوره 28 شماره
صفحات -
تاریخ انتشار 2005