A catalytic dipolar cycloaddition route to pyrroloimidazoles
نویسندگان
چکیده
منابع مشابه
A catalytic dipolar cycloaddition route to pyrroloimidazoles
A catalytic method involving carbenoid insertion onto dihydroimidazoles is reported for the generation of dihydroimidazolium ylides, and their subsequent diastereoselective cycloaddition to form pyrrolo[1,2-a]imidazoles © 2009 Elsevier Science. All rights reserved ———
متن کاملCycloaddition of homochiral dihydroimidazoles: a 1,3-dipolar cycloaddition route to optically active pyrrolo[1,2-a]imidazoles.
N-Alkylation of optically active 1-benzyl-4-phenyl-4,5-dihydroimidazole with active alkyl halides and treatment of the so-formed 4,5-dihydroimidazolium ions with DBU in the presence of a range of electron-deficient alkene dipolarophiles, constitutes a 'one-pot' cascade terminating in a 1,3-dipolar cycloaddition reaction that affords optically active pyrrolo[1,2-a]imidazoles. Three bonds of the ...
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متن کاملNew Route to Pyrido[1,2-b]pyridazinium Inner Salts. Evidence of a 1,3-Dipolar Cycloaddition-Ring Expansion Process
The heterocyclic mesomeric betaines [1] 1 are well established versatile 1,3-dipoles, which allows them to take part in 1,3-dipolar cycloaddition reactions [2]. 2-Alkyl and 2-amino substituted structures 2 have the potential to function as 1,4-dinucleophiles via deprotonation and are capable of reacting with 1,2-diearbonyl compounds (Westphal reaction) [3] to give a variety of azonia derivative...
متن کاملPhosphonite mediated 1,3-dipolar cycloaddition: a route to polycyclic 2-pyrrolines from imines, acid chlorides and alkenes.
2-Pyrrolines can be generated by the PhP(2-catechyl) mediated coupling of alkene-tethered imines and acid chlorides. This reaction proceeds via phosphorus-containing 1,3-dipoles, which undergo cycloaddition with alkenes with high stereo- and regioselectivity. The modularity of this reaction can be used to assemble a range of polysubstituted pyrrolines in one pot transformations.
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ژورنال
عنوان ژورنال: Tetrahedron Letters
سال: 2009
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2009.03.064