Access to original vinylic chlorides in the quinazoline series via a monoelectronic transfer reaction approach.
نویسندگان
چکیده
A series of new quinazoline derivatives bearing a vinylic chloride group on the 2-position was prepared by using a consecutive S(RN)1 / E(RC)1 radical strategy.
منابع مشابه
Palladium-catalyzed N-monoarylation of amidines and a one-pot synthesis of quinazoline derivatives.
A method for the Pd-catalyzed N-arylation of both aryl and alkyl amidines with a wide range of aryl bromides, chlorides, and triflates is described. The reactions proceed in short reaction times and with excellent selectivity for monoarylation. A one-pot synthesis of quinazoline derivatives, via addition of an aldehyde to the crude reaction mixture following Pd-catalyzed N-arylation, is also de...
متن کاملCobalt-catalyzed electrochemical vinylation of aryl halides using vinylic acetates
The electroreduction of aryl halides (bromides or chlorides) allows the coupling reaction with vinylic acetates, in the presence of 2,2-bipyridine and catalytic amounts of cobalt bromide, leading to styrene derivatives in good yields. q 2003 Elsevier Science Ltd. All rights reserved.
متن کاملAmination of Heteroaryl Chlorides: Palladium Catalysis or SNAr in Green Solvents?
The reaction of heteroaryl chlorides in the pyrimidine, pyrazine and quinazoline series with amines in water in the presence of KF results in a facile SN Ar reaction and N-arylation. The reaction is less satisfactory with pyridines unless an additional electron-withdrawing group is present. The results showed that the transition-metal-free SN Ar reaction not only compares favourably to palladiu...
متن کاملReactivity of 2-ethoxyquinazolin- 4-yl hydrazine and its use in synthesis of novel quinazoline derivatives of antimicrobial activity.
The reactions of 2-ethoxy-4-hydrazinoquinazoline 2 with diethyl oxalate and ethyl chloroacetate gave 6-ethoxy-2H-[1,2,4]triazino[4,3-c]quinazoline-3,4-dione 3 and 6-ethoxy-2,3-dihydro-4H-[1,2,4]triazino[4,3-c]quinazolin-4-one 4 respectively. A series of 5-ethoxy-2-X-[1,2,4]triazolo[1, 5-c]quinazolines 5a-d was also produced by reacting 2 with the acid chlorides namely: benzoyl, crotonyl, cinnam...
متن کاملOne-pot, Environmentally Benign Procedure for the Synthesis of tetrahydrotetrazolo[1,5-a]quinazolines Using [Bmim]Cl/AlCl3 as a Task-specific Ionic Liquid
A practical and green approach for the one-pot multicomponent synthesis of fused tetrazolo[1,5-a]quinazoline derivatives has been described via the condensation of 5- aminotetrazole, dimedone, and various aldehydes using 1-butyl-3-methylimidazolium tetrachloroaluminate [bmim]Cl/AlCl3, as a catalyst and task-specific ionic liquid medium. The catalyst was showed remarkable advantages in compariso...
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:
- Molecules
دوره 15 4 شماره
صفحات -
تاریخ انتشار 2010