SYNTHESIS OF ALPHA-MONOBROMINATED PYRROLE DERIVATIVES

Authors
GROENENDAAL L VANLOO ME VEKEMANS JAJM MEIJER EW
Citation
L. Groenendaal et al., SYNTHESIS OF ALPHA-MONOBROMINATED PYRROLE DERIVATIVES, Synthetic communications, 25(10), 1995, pp. 1589-1600
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
25
Issue
10
Year of publication
1995
Pages
1589 - 1600
Database
ISI
SICI code
0039-7911(1995)25:10<1589:SOAPD>2.0.ZU;2-N
Abstract
Surprisingly stable N-t-BOC-2-bromo-4-hexyl-pyrrole is prepared from N -t-BOC-2-trimethylstannyl-4-hexyl-pyrro using N-bromosuccinimide as re agent. The bromo-stannyl exchange reaction is performed quantitatively in THF at -70 degrees C under inert atmosphere. Similarly, N-t-BOC-2- bromopyrrole and N-benzenesulfonyl-2-bromopyrrole have been synthesize d from N-t-BOC-2-trimethylstannylpyrrole and N-benzenesulfonyl-2-trime thylstannylpyrrole, respectively.