Alkylation of Pyrroles with Allyl Halides

7 Alkylation of Pyrroles with Functional Organic Halides 2.1.7.1 Alkylation of Pyrroles with Allyl Halides 

In the system KOH/DMSO (15°C, 10 min), N-(2-propenyl)pyrrole quantitatively isomerizes into N-(l-propenyl)pyrrole ( /Z 1 4) and at 60°C stereoselectively (96%) transforms to N-F-fl-propenyOpyrrole (Table 2.14). 

SCHEME 2.121 Synthesis of N-(2-propenyl)- and N-( , Z-l-propenyl)pyrroles from pyrrole and allyl chloride in the KOH/DMSO system. 

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