The organocatalytic two-step synthesis of diversely functionalized tricyclic tetrazoles.
نویسندگان
چکیده
The diversely functionalized tricyclic tetrazoles were synthesised from readily available substrates via intramolecular 1,3-dipolar cycloaddition as the key step in good yields (53-78% yield for two steps) with high enantioselectivities (81-99% ee).
منابع مشابه
One-pot, organocatalytic synthesis of spirooxindoles using citric acid in aqueous media
Spirooxindoles are important synthetic targets possessing extended biological activity and drug discovery applications.The development of multicomponent reactions designed to produce elaborate biologically active compounds has become an important area of research in organic, combinatorial, and medicinal chemistry. in this Manuscript, a facile and efficient multicomponent synthesis of functional...
متن کاملبررسی سیستم های پلیمری حاوی گروه های پر انرژی تترازول(علمی-ترویجی)
Tetrazoles are cyclic aromatic compounds that include four nitrogens and one carbon atom in one ring .These compounds have many applications in civil and military industries. These compounds can produce great amount of N2 after burning and for this reason they have a little environmental contamination and are considered as green explosive materials. Introduction of tetrazoles in polymeric chain...
متن کاملO-Transfer-facilitated cyclizations of propargylamides with TMSN3: selective synthesis of tetrazoles and dihydroimidazoles.
An unprecedented formal [3+2] annulation of propargylamides with TMSN3 to deliver functionalized tetrazoles is developed. Oxygen-atom transfer (OAT) from the amide group to the C≡C bond was realized via a NIS-triggered-cyclization/ring-opening cascade pathway. The OAT process enables the amide to serve as a two-atom unit in the reactions. Notably, in situ umpolung of azide occurred when termina...
متن کاملOne-pot Synthesis and Characterization of Highly Functionalized Thiazoles
A facile and efficient one-pot three-step process for the synthesis of 5-acetyl-2-imino-4-methylthiazoles via the cyclocondensation of 3-thiocyanatoacetylacetone with various hydrazine or hydrazide derivatives in EtOH has been developed. 3-Thiocyanatoacetylacetone itself has been synthesized as the intermediate from substitution reaction of thiocyanate with 3-chloroacetylacetone. B...
متن کاملD-phenyl alanine-oxalic acid (D-Phe-Ox): A novel nano ionic liquid catalyzing the one-step green synthesis of functionalized spirolactones and dispirodihydro-furanyl oxindoles
In this paper, a new nano-size ionic liquid (nIL) has been synthesized from D-phenylalanine and oxalic acid (D-Phe-OX) via a simple procedure. The obtained nIL has been characterized by the fourier transform infrared spectroscopy (FT-IR), energy-dispersive X-ray spectroscopy (EDAX), thermogravimetric analysis (TGA), nuclear magnetic resonance spectroscopy (1</sup...
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 8 20 شماره
صفحات -
تاریخ انتشار 2010