Efficient syntheses of 2,3-disubstituted natural quinazolinones via iridium catalysis.
نویسندگان
چکیده
Natural products sclerotigenin, pegamine, deoxyvasicinone, mackinazolinone, and rutaecarpine were synthesized. Core quinazolinone structures were constructed via Ir catalysis.
منابع مشابه
An enantioselective approach to 2,3-disubstituted indolines through consecutive Brønsted acid/Pd-complex-promoted tandem reactions.
Tandem reactions and consecutive catalysis (or relay catalysis) have been receiving considerable attention in organic synthesis due to their abilities of constructing multiple new chemical bonds to build complex chiral molecules in a single operation. Transition-metal-catalyzed asymmetric hydrogenation is one of the most widely used and reliable catalytic methods for preparation of chiral molec...
متن کاملMicrowave Irradiation Promoted Reactions of Benzoxazin-4-Ones with Primary Amines. Preparation of 4(2=3H)-Quinazolinones
An efficient synthesis of 3-substituted or 2,3-disubstituted 4(3H)-quinazolinones from benzoxazin-4-ones and primary amines under microwave irradiation in unsealed vessels is described.
متن کاملSynthesis of some new 2,3-disubstituted-4(3H)quinazolinone derivatives
Quinazolinones are interesting materials because of their valuable biological effects. In this study some new 2,3-disubstituted-4(3H)quinqzolinone derivatives were synthesized from anthranilic acid in six steps by introducing a new chiral center to the aliphatic side chain of the quinazolinone. In the last step, a single acylation on the hydrazine moiety afforded final compounds. The structures...
متن کاملIridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones to chiral diols† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c6sc04609f Click here for additional data file.
We report a protocol for the highly efficient iridium-catalyzed asymmetric hydrogenation of racemic a-substituted lactones via dynamic kinetic resolution. Using Ir-SpiroPAP (R)-1d as a catalyst, a wide range of chiral diols were prepared in a high yield (80–95%) with a high enantioselectivity (up to 95% ee) under mild reaction conditions. This protocol was used for enantioselective syntheses of...
متن کاملIridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones to chiral diols.
We report a protocol for the highly efficient iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones via dynamic kinetic resolution. Using Ir-SpiroPAP (R)-1d as a catalyst, a wide range of chiral diols were prepared in a high yield (80-95%) with a high enantioselectivity (up to 95% ee) under mild reaction conditions. This protocol was used for enantioselective syntheses of...
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 10 12 شماره
صفحات -
تاریخ انتشار 2012