Reductive Heck reactions and [3+2] cycloadditions of unsaturated N,N'-bistricyclic imides.
نویسندگان
چکیده
The C-C coupling of N,N'-bis(5-norbornene-2,3-dicarboximide) (3) and N,N'-bis(7-oxa-5-norbornene-2,3-dicarboximide) (6) with aryl and heteroaryl iodides gave under reductive Heck conditions the C-aryl(hetaryl), substituted N,N'-bistricyclic imides 7a-f and 8a,b. The fused spiro-1,3-indandionolylpyrrolidine compounds, 9, 10 and 11 were also obtained from ninhydrine, sarcosine and 3 or 6 via [3+2]cycloaddition.
منابع مشابه
1,3-dipolar cycloaddition reactions of N-methyl-substituted tricyclic imides.
The [3+2] cycloadditions of N-methyl derivatives of unsaturated imides with various nitrile oxides to yield new bridged isoxazoline derivatives with potential biological activity is described.
متن کاملReductive Heck reactions of N-methyl-substituted tricyclic imides.
The palladium-catalyzed hydroarylation of N-methyl-substituted tricyclic imides was studied in order to find a new stereoselective access to a series of new exo-aryl(hetaryl)-substituted tricyclic N-methylimides.
متن کاملBrønsted acid-promoted azide–olefin [3 + 2] cycloadditions for the preparation of contiguous aminopolyols: The importance of disiloxane ring size to a diastereoselective, bidirectional approach to zwittermicin A
We report the first study of substrate-controlled diastereoselection in a double [3 + 2] dipolar cycloaddition of benzyl azide with α,β-unsaturated imides. Using a strong Brønsted acid (triflic acid) to activate the electron deficient imide π-bond, high diastereoselection was observed provided that a 1,1,3,3-tetraisopropoxydisiloxanylidene group (TIPDS) is used to restrict the conformation of t...
متن کاملPolystyrene Supported [N-(Alanine) Sulfonamide]/Palladium Chloride: Synthesis, Characterization, for Heck Coupling Reactions
Abstract As a monomer, the [N-(alanine)] para-styrene sulfonamide (ASS) was prepared, from the reaction of para-styrene sulfonyl chloride and (S)-(+)-alanine in the presence of KOH 1M as a base, and CH3Cl was used as solvent. The monomer confirmed using FT-IR and 1H-NMR spectroscopy. Polystyrene [N-(alanine) sulfonamide] (PASS) was also prepared from the polymerization of [N-(alanine)] pa...
متن کاملCatalytic Evaluation of Palladium Nanoparticles on Silica-Grafted n-Propyl-Diaza-15-Crown-5 (PNP-SGPDC) in the Heck and Suzuki Reactions
Silica-grafted n-propyl-diaza-15-crown-5 (SGPDC) with immobilized palladium nanoparticles was found as an efficient heterogeneous catalytic system for the Heck and Suzuki coupling reactions and satisfied results were obtained. Different derivatives of aryl halides and alkenes under the Heck reaction were converted to the corresponding products with good efficiency. The presence of elec...
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:
- Acta chimica Slovenica
دوره 60 1 شماره
صفحات -
تاریخ انتشار 2013