Synthesis of Spiro 1,3-Oxazines <i>via</i> Three-Component Reaction of Conjugated Imines, Dialkyl Acetylenedicarboxylates and <i>N,N</i>'-Disubstituted Parabanic Acids

نویسندگان

چکیده

A series of structurally diverse spiro 1,3-oxazines were conveniently prepared from three-component reaction conjugated imines, dialkyl acetylenedicarboxylates (DAAD), and N,N'-disubstituted parabanic acids in dry dichloromethane without catalyst. Initially, various imines synthesized aniline derivatives with cinnamaldehyde. Subsequently, DAAD N,N'-substituted led to mixture the corresponding spirocyclic high yields. The obtained diastereoisomers isolated characterized by FT-IR, 1H, 13C NMR spectral data, elemental analyses mass spectrometry.

برای دانلود باید عضویت طلایی داشته باشید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

A Three-Component 1,3-Dipolar Cycloaddition Reaction of Azomethine Ylide for Synthesis of New Bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) Derivatives

The development of multicomponent reactions (MCRs) designed to produce elaborate biologically active compounds has become an important area of research in organic, combinatorial, and medicinal chemistry. A comparative study of the synthesis of new bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) ring systems by the cycloaddition of azomethine ylides generated by a decarboxylative route from sarc...

متن کامل

A Three-Component 1,3-Dipolar Cycloaddition Reaction of Azomethine Ylide for Synthesis of New Bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) Derivatives

The development of multicomponent reactions (MCRs) designed to produce elaborate biologically active compounds has become an important area of research in organic, combinatorial, and medicinal chemistry. A comparative study of the synthesis of new bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) ring systems by the cycloaddition of azomethine ylides generated by a decarboxylative route from sarc...

متن کامل

synthesis of 3-aryl-2h-benzo[b]-1,4-oxazines in [omim]bf4 and reduction of organic compounds in methylimidazolium formate

در این پروژه ترکیبات 3-آریل-2h-بنزو[b]-4،1-اکسازین ها از مواد اولیه تجاری مشتقات دو آمینو فنول و ?-هالو کتون های آروماتیک در مایع یونی 1-اکتیل-3-متیل ایمیدازولیوم تترا فلورو بورات([omim]bf4) سنتز شده است. این واکنش توسط باز پتاسیم کربنات محلول از طریق o-آلکیلاسیون و سپس یک واکنش آمیداسیون درون مولکولی خود بخود در مدت زمان کوتاه انجام می شود. ترکیبات 4،1-بنزوکسازین به این روش با بهره خوب تا آلی ...

15 صفحه اول

A One-Pot Synthesis of Highly Functionalized Ketenimines by a Three-component 2-Thioxothiazolidin-4-one, Alkyl Isocyanides and Dialkyl Acetylenedicarboxylates

The 1:1 reactive intermediates produced in the reaction between alkyl isocyanides and dialkyl acetylenedicarboxylates were trapped with 2-thioxothiazolidin-4-one to generate to highly functionalized ketenimines. A series of new 2-thioxothiazolidin-4-one derivatives were synthesized in moderate yields. The advantages of the present method include good functional group tolerance and simple experi...

متن کامل

Synthesis of spiro[dihydropyridine-oxindoles] via three-component reaction of arylamine, isatin and cyclopentane-1,3-dione

A fast and convenient protocol for the synthesis of novel spiro[dihydropyridine-oxindole] derivatives in satisfactory yields was developed by the three-component reactions of arylamine, isatin and cyclopentane-1,3-dione in acetic acid at room temperature. On the other hand the condensation of isatin with two equivalents of cyclopentane-1,3-dione gave 3,3-bis(2-hydroxy-5-oxo-cyclopent-1-enyl)oxi...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

ژورنال

عنوان ژورنال: Polycyclic Aromatic Compounds

سال: 2021

ISSN: ['1563-5333', '1026-7743', '1040-6638']

DOI: https://doi.org/10.1080/10406638.2021.1980061