A direct access to bioactive fused N-heterocyclic acetic acid derivatives.
نویسندگان
چکیده
A Cu-catalyzed new sequence involving the Ullmann type intermolecular C-C followed by an intramolecular C-N coupling and then intramolecular aza-Michael type addition (and oxidation) in a single pot afforded various fused N-heterocyclic acetic acid derivatives as inhibitors of PDE4.
منابع مشابه
Construction of a six-membered fused N-heterocyclic ring via a new 3-component reaction: synthesis of (pyrazolo)pyrimidines/pyridines.
A conceptually new three-component reaction was developed to construct a six-membered fused N-heterocyclic ring affording (pyrazolo)pyrimidines/pyridines as potential inhibitors of PDE4. The reaction is catalyzed by triflic acid in acetic acid in the presence of aerial oxygen.
متن کاملSynthesis and antitumor activity of some fused heterocyclic compounds based on cyclohepta[b]thiophene derivatives
The reaction of 5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene derivatives 3a,b with acetic anhydride in presence of glacial acetic acid produced the acetamido derivatives 4a,b. Cyclization of the latter compounds gave the annulated products 5a,b. Compounds 3a,b reacted with one of the activated methylene groups of malononitrile (2a) and afforded compounds 7a,b through internal cyclization of the...
متن کاملScreening for antidepressant, sedative and analgesic activities of novel fused thiophene derivatives.
This study was aimed at the synthesis of fused benzothiophene derivatives containing heterocyclic moiety. The reaction of the tetrahydrobenzo[b]thiophene derivatives 1a,b with ethoxycarbonylisothiocyanate afforded the thiourea derivatives 2a,b. Cyclization of the latter products gave the annulated benzo[b]thienopyrimidine derivatives 3a,b. Compounds 2a,b and 3a underwent a series of heterocycli...
متن کاملA Convenient Synthesis of New 3,7-Diphenylthieno[3,2-e]bis[1,2,4] triazolo[4,3-a:4’,3’-c]pyrimidine Derivatives by Oxidative Cyclization Using Alumina-supported Calcium Hypochlorite
The heterocyclic compounds containing 1,2,4-triazole moiety continue to attract considerable interest because of their broad biological activities such as antimicrobial, antifungal, antiinflammatory, and antibacterial agents. Furthermore, it has been noticed that introduction of an additional ring to the triazolopyrimidine system which is one of the fused 1,2,4-triazole compound tends to exert ...
متن کاملOrganocatalytic enantioselective γ-aminoalkylation of unsaturated ester: access to pipecolic acid derivatives.
The direct γ-carbon functionalization of α,β-unsaturated esters via N-Heterocyclic Carbene (NHC) catalysis is disclosed. This catalytically generated nucleophilic γ-carbon undergoes highly enantioselective additions to hydrazones. The resulting δ-lactam products can be readily transformed to optically enriched pipecolic acid derivatives.
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:
- Organic & biomolecular chemistry
دوره 12 16 شماره
صفحات -
تاریخ انتشار 2014