Categories: C-N Bond Formation > Synthesis of substituted N-heterocycles >
N-acylation
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In ionic liquids [Bmim][PF6] or [Bmim][BF4], a highly regioselective
N-substitution of pyrrole with alkyl halides, sulfonyl chlorides, and benzoyl
chloride gave substituted pyrroles in excellent yields. Michael addition of
pyrrole with electrophilic olefins was completed in a highly regioselective
manner to afford N-alkylpyrroles.
Z.-G. Lea, Z.-C. Chen, Y. Hu, Q.-G. Zheng Synthesis,
2004,
1951-1954.
An improved one-pot procedure for the preparation of N-acylbenzotriazoles
involves mild reaction conditions and allows the preparation of several
derivatives not accessible by the previously reported methods.
A. R. Katritzky, N. Kirichenko, B. V. Rogovoy, Synthesis,
2003, 2777-2780.
