Microwave promoted C6-alkylation of purines through S(N)Ar-based reaction of 6-chloropurines with 3-alkyl-acetylacetone.
نویسندگان
چکیده
C6-Alkylated purine analogues were obtained in good to excellent isolated yields by S(N)Ar reaction of 6-chloropurine derivatives with 3-alkyl-acetylacetone. 3-Alkyl-acetylacetones were employed as alkylating agents and C6-alkylated purines were obtained highly selectively within short reaction time under microwave irradiation conditions. This work is complementary to the classical coupling reactions for the synthesis of C6-alkylated purine analogues.
منابع مشابه
PURINE ALKYLATING AGENTS 2 , 6-DIAMINO-8-HALO ALKYL PURINES (POTENTIAL ANTI - MALARIALS)
Haloalkyl purines i.e. 2,6-diamino-8-(chloromethyl) purine 10; 2, 6-diamino-X- (chloromethyl) purine 17; 2,6-diamino-8-(chloropropylp) urine 18; were synthesized by two distinct but facile methods. The N-alkylating potential of 2, 6-diamino-8- (chloromethyl) purine was investigated. The following products 2,6-diamino-8-(Nbenzyl- N-methyl) purine 11; 2,6-diamino-8-(4-nitro anilinomethyl) pur...
متن کاملA new synthesis of N-alkyl 3-acetyl-4-methoxycarbonylmethyl-2-methyl-1,4-dihydropyridines utilizing sec-aminodienyl esters with acetylacetone.
The reactions of sec-aminodienyl esters 3 with acetylacetone (4) afforded N-alkyl 3-acetyl-4-methoxycarbonylmethyl-2-methyl-1,4-dihydropyridines 5 and enamines 6, providing a new azaelectrocyclization reaction.
متن کاملSimple and efficient microwave assisted N-alkylation of isatin.
We present herein the results of microwave promoted N-alkylations of isatin (1)with different alkyl, benzyl and functionalized alkyl halides. Reactions were carried out under different conditions, always employing methodologies compatible with MW assisted chemistry. Generation of isatin anion employing diverse bases and solvents or using the preformed isatin sodium salt was tested. The best res...
متن کاملCatalytic Synthesis N-alkyl-3-acetyl-2-methylpyrroles using ZnO Nanostructure
A simple, green synthesis of N-alkyl-3-acetyl-2-methylpyrrole derivatives using ZnO nanoparticles from the three component reaction of aliphatic amines, acetylacetone (as a 1,3-dicarbonyl compound) and α-haloketones under solvent-free condition is described.
متن کاملCatalytic Synthesis N-alkyl-3-acetyl-2-methylpyrroles using ZnO Nanostructure
A simple, green synthesis of N-alkyl-3-acetyl-2-methylpyrrole derivatives using ZnO nanoparticles from the three component reaction of aliphatic amines, acetylacetone (as a 1,3-dicarbonyl compound) and α-haloketones under solvent-free condition is described.
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 9 7 شماره
صفحات -
تاریخ انتشار 2011