87549-04-0Relevant articles and documents
On the Reaction of 2-Pyrrolecarbaldehyde with Hetero-substituted Ethenes
Flitsch, Wilhelm,Lubisch, Wilfried
, p. 1424 - 1435 (2007/10/02)
3H-Pyrrolizines 1 have been obtained from reactions of 2-pyrrolecarbaldehyde with ethenylphosphonates 2 and the phosphane oxide 5, respectively, the ratio of products depending on the structure of the educts.On varying the reaction conditions a controlled synthesis of both isomers 1e/f was achieved.Pyrrolizines, formed in a reaction of 2-pyrrolecarbaldehyde with ethenyl phenyl sulfone (3), could not be isolated since the reaction proceeded to give more complex pyrrolizine derivatives and the cyclazine 11.A mechanism is proposed for this multistep reaction.N-Alkylatio n of 2-pyrrolecarbaldehyde with dihaloalkanes has been carried out using phase transfer catalysis.
