Regioselective 2-acylation of N-substituted pyrroles by intramolecular delivery

Jefford, Charles; Tang, Qian; Boukouvalas, John

doi:10.1016/S0040-4039(00)94412-5

Scientific article

Letter

English

Regioselective 2-acylation of N-substituted pyrroles by intramolecular delivery

ContributorsJefford, Charles; Tang, Qian; Boukouvalas, John

Published inTetrahedron Letters, vol. 31, no. 7, p. 995-998

Publication date1990

Abstract

N-substituted pyrroles prepared from α-amino acids are converted to their mixed anhydrides by treatment with an acid chloride and base. Subsequent treatment with AlCl3 brings about rearrangement to the corresponding 2-acyl derivatives in overall yields of 55-81%.

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Funding

Swiss National Science Foundation - 20-5380.87

Citation (ISO format)

JEFFORD, Charles, TANG, Qian, BOUKOUVALAS, John. Regioselective 2-acylation of N-substituted pyrroles by intramolecular delivery. In: Tetrahedron Letters, 1990, vol. 31, n° 7, p. 995–998. doi: 10.1016/S0040-4039(00)94412-5

Article (Published version)

Identifiers

PID : unige:152799
DOI : 10.1016/S0040-4039(00)94412-5

Additional URL for this publicationhttps://linkinghub.elsevier.com/retrieve/pii/S0040403900944125

Journal ISSN0040-4039

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Regioselective 2-acylation of N-substituted pyrroles by intramolecular delivery

N-substituted pyrroles prepared from α-amino acids are converted to their mixed anhydrides by treatment with an acid chloride and base. Subsequent treatment with AlCl3 brings about rearrangement to the corresponding 2-acyl derivatives in overall yields of 55-81%.

Technical informations