Dual 1,3-dipolar cycloaddition of carbon dioxide: two C=O bonds of CO2 react in one reaction.
نویسندگان
چکیده
The first investigation into two C[double bond, length as m-dash]O bonds of CO2 reacting in one reaction through dual 1,3-dipolar cycloaddition of CO2 with isocyanides and dialkyl acetylenedicarboxylates has been reported. The reaction proceeded efficiently at 80 °C at a pressure of 1 atm of CO2, affording symmetric 1,6-dioxospiro[4,4]nonane-3,8-diene derivatives in moderate yields.
منابع مشابه
A competitive Diels-Alder/1, 3-dipolar cycloaddition reaction of1-H-imidazole 3-oxide toward sulfonyl methane. A DFT study on the energetic and regioselectivity
The dual diene/1,3-dipolar character of 1-H-imidazole 3-oxide, HIO 1, allows this compound toparticipate in a competitive Diels-Alder (DA)/1,3-dipolar cycloaddition (13DC) reaction toward C=Sdouble bond of the electro-deficient sulfonyl methane SFM 2. The B3LYP/6-311++G(d,p) calculatedrelative Gibbs free energies indicate that among the studied 13DC and DA reactions, former iscompletely preferr...
متن کامل1,3-Dipolar Cycloaddition Reaction of Dibenzalaceton with Non-stabilized Azomethinylides: Synthesis of New Spirooxindolo(pyrrolizidines/ pyrrolidines)
1,3-dipolar cycloaddition reaction of 1 mol or 2 mol of dibenzalaceton with 1 mol of non-stabilized azomethinylides generated in situ by decarboxylative condensation of isatin and proline or sarcosine give the novel new spiro-oxindolo(pyrrolizidines/ pyrrolidines) instead of bis-spirooxindolo( pyrrolizidines/ pyrrolidines).
متن کامل1,3-Dipolar Cycloaddition Reaction of Dibenzalaceton with Non-stabilized Azomethinylides: Synthesis of New Spirooxindolo(pyrrolizidines/ pyrrolidines)
1,3-dipolar cycloaddition reaction of 1 mol or 2 mol of dibenzalaceton with 1 mol of non-stabilized azomethinylides generated in situ by decarboxylative condensation of isatin and proline or sarcosine give the novel new spiro-oxindolo(pyrrolizidines/ pyrrolidines) instead of bis-spirooxindolo( pyrrolizidines/ pyrrolidines).
متن کاملA 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 کاملA Novel Strategy of Ugi-4CR/Huisgen 1,3-Dipolar Synthesis of 1H-1,2,3-Triazole-Modified Peptidoimetics
In this protocol, we report a novel approach for the synthesis of a new class of heterocyclic 1H-1,2,3-triazole-modified peptidomimetic compounds. The process consists of an Ugi four-component condensation reaction of amines, an isocyanide, an aldehyde and acids followed by a Huisgen 1,3-dipolar cycloaddition reaction with an azide group in the presence of a catalytic amount of CuSO4</...
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:
- Chemical communications
دوره 49 25 شماره
صفحات -
تاریخ انتشار 2013