355114-74-8Relevant articles and documents
Synthesis of 5,6,7,8-tetrahydroindolizines via a domino-type transformation based on the rhodium catalyzed hydroformylation of N-(β-methallyl)pyrroles
Rocchiccioli, Silvia,Guazzelli, Giuditta,Lazzaroni, Raffaello,Settambolo, Roberta
, p. 479 - 482 (2007)
(Chemical Equation Presented) Variously substituted 5,6,7,8- tetrahydroindolizines can be easily synthesized via a domino reactions sequence under rhodium catalyzed hydroformylation of N-(β-methallyl)pyrroles. The later are readily prepared from properly functionalized pyrroles via phase-transfer N-allylation in the presence of 18-crown-6 and potassium tert-butoxide.
An original approach to 5,6-dihydroindolizines from 1-allylpyrroles by a tandem hydroformylation/cyclization/dehydration sequence
Settambolo, Roberta,Caiazzo, Aldo,Lazzaroni, Raffaello
, p. 4045 - 4048 (2007/10/03)
6-Methyl-5,6-dihydroindolizine and 3- or 2-ethyl derivatives were obtained via a one-pot hydroformylation/cyclization/dehydration sequence starting from 1-(2-methyl-2-propenyl)pyrroles. 7-Phenyl-5,6-dihydroindolizine and 5-methyl-5,6-dihydroindolizine were similarly synthesized. An easily occurring electrophilic aromatic substitution by the carbon atom of the carbonyl group on the α-position of the pyrrole ring with the formation of the six-membered ring is the key-step of the process.