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. A catalytic method involving carbenoid insertion onto dihydroimidazoles is rep...

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Bibliographic Details
Published inTetrahedron letters Vol. 50; no. 26; pp. 3577 - 3579
Main Authors Jones, Raymond C.F., Iley, James N., Sanchis-Amat, Maria, Zhang, Xiaohui, Elsegood, Mark R.J.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 01.07.2009
Elsevier
Subjects
Carbenoid
Chemistry
Chemistry, Organic
Dihydroimidazole
Dihydroimidazolium ylide
Dipolar cycloaddition
Physical Sciences
Pyrroloimidazole
Science & Technology
Pyrroloimidazole
Dihydroimidazole
Carbenoid
Dihydroimidazolium ylide
Dipolar cycloaddition
1,3-DIPOLAR CYCLOADDITIONS
PYRROLIDINES
YLIDES
Pyrrroloimidazole
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Summary: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. 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.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2009.03.064