216. Lithiated Azafulvenes by Halogen/Metal Interchange of Brominated 6-(Diisopropylamino)-1-azafulvene Derivatives. Novel Synthesis of 5-Mono- and 4,5-Disubstituted 1H-Pyrrole-2-carbaldehydes

DOI: 10.1002/hlca.19880710823

Source and publish data:

Helvetica Chimica Acta p. 2053 - 2057 (1988)

Update date:2022-08-05

Topics:

Authors:

Bray, Brian L.

Hess, Petr

Muchowski, Joseph M.

Scheller, Markus E.

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Article abstract of DOI:10.1002/hlca.19880710823

The first known lithiated 1-azafulvene derivatives were generated by low-temperature halogen/metal interchange, with t-BuLi, from the corresponding brominated 6-diisopropylamino compounds 3b and 12.These Li species reacted with sundry electrophilic reagents to give products which, on the basic hydrolysis, were converted into 5-mono- or 4,5-disubstituted pyrrole-2-carbaldehydes 10 and 16, respectively.

Full text of DOI:10.1002/hlca.19880710823

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