Oxidative Heck desymmetrisation of 2,2-disubstituted cyclopentene-1,3-diones.
نویسندگان
چکیده
Oxidative Heck couplings have been successfully developed for 2,2-disubstituted cyclopentene-1,3-diones. The direct coupling onto the 2,2-disubstituted cyclopentene-1,3-dione core provides a novel expedient way of enantioselectively desymmetrising all-carbon quaternary centres.
منابع مشابه
Auto‐Tandem Catalysis: PdII‐Catalysed Dehydrogenation/Oxidative Heck Reaction of Cyclopentane‐1,3‐diones
A PdII catalyst system has been used to successfully catalyse two mechanistically distinct reactions in a one-pot procedure: dehydrogenation of 2,2-disubstituted cyclopentane-1,3-diones and the subsequent oxidative Heck coupling. This auto-tandem catalytic reaction is applicable to both batch and continuous flow processes, with the latter being the first example of a tandem aerobic dehydrogenat...
متن کاملDesign, Synthesis and Characterization of Some Novel 3-Coumarinyl- 5-aryliden-1,3-thiazolidine-2,4-diones and Their Antioxidant Activity
In our effort to obtain biologically active compounds, new 3,5-disubstituted 1,3-thiazolidine-2,4diones (5a – r) were synthesized. A series of 5-arylmethylidene-1,3-thiazolidine-2,4-diones (3a – r) were prepared by Knoevenagel reaction from 1,3-thiazolidine-2,4-dione (2) and appropriate aromatic aldehydes. Condensation of 3a – r with 7-hydroxy-4-bromomethyl-2-oxo-2H-chromene (1) afforded novel ...
متن کاملElectrochemical study on azulene-1-il-methylene-2,2-dimethyl-[1,3]dioxane-4,6-diones
An electrochemical study of several azulene-1-il-methylen-2,2-dimethyl-[1,3]dioxane-4,6-diones compounds was performed by cyclic and differential pulse voltammetry in order to characterize them and establish the influence of donor and acceptor substituents on their electrochemical properties. It was established the number and characteristics of the redox processes for each compound. The compari...
متن کاملCatalyst-controlled regioselectivity in the synthesis of branched conjugated dienes via aerobic oxidative Heck reactions.
Pd-catalyzed aerobic oxidative coupling of vinylboronic acids and electronically unbiased alkyl olefins provides regioselective access to 1,3-disubstituted conjugated dienes. Catalyst-controlled regioselectivity is achieved by using 2,9-dimethylphenanthroline as a ligand. The observed regioselectivity is opposite to that observed from a traditional (nonoxidative) Heck reaction between a vinyl b...
متن کاملSolvent-Free Synthesis of 5-Alkenyl-2,2-butylidene-1, 3-dioxane-4,6-diones under Ultrasonic Irradiation with o-Phthalimide-N-Sulfonic Acid as Catalyst
5-Alkenyl-2,2-butylidene-1,3-dioxane-4,6-diones were synthesized by the Knoevenagel condensation reaction of aromatic aldehydes with 2,2-butylidene-1,3-dioxane-4,6-dione using o-phthalimide-N-sulfonic acid as catalyst, without solvent under ultrasonic irradiation. The present method has some notable advantages such as mild reaction conditions, short reaction times, less catalyst dosage and high...
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 51 19 شماره
صفحات -
تاریخ انتشار 2015