Preparation of N-Alkyl 2-Pyridones via a Lithium Iodide Promoted O- to N-Alkyl Migration: Scope and Mechanism

Autor: Keun Ah Ryu, Christina A. Shandro, Sarah Z. Tasker, Bruce A. Ellsworth, Erica L. Lanni, Jarrad M. Utter, Gregory S. Snapper, Carolyn E. Anderson, Michael A. Bosscher

Publikováno v: The Journal of Organic Chemistry. 77:8220-8230

An efficient and inexpensive LiI-promoted O- to N-alkyl migration of 2-benzyloxy-, 2-allyloxy-, and 2-propargyloxypyridines and heterocycles is reported. The reaction produces the corresponding N-alkyl 2-pyridones and analogues under green, solvent-f

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::3fbe77ef9ec63cf34a6a857dbe1654d4
https://doi.org/10.1021/jo3015424

Evidence for Ligand-Dependent Mechanistic Changes in Nickel-Catalyzed Chain-Growth Polymerizations

Autor: Anne J. McNeil, Erica L. Lanni

Publikováno v: Macromolecules. 43:8039-8044

The mechanisms for Ni(dppp)Cl2-catalyzed chain-growth polymerization of 4-bromo-2,5-bis(hexyloxy)phenylmagnesium chloride and 5-bromo-4-hexylthiophen-2-ylmagnesium chloride were investigated. A combination of rate and spectroscopic studies revealed t

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::160d518e25ee1247578d773427ee8cdf
https://doi.org/10.1021/ma101565u

Synthesis of Substituted N-Benzyl Pyridones via an O- to N-Alkyl Migration

Autor: Carolyn E. Anderson, Bruce A. Ellsworth, Michael A. Bosscher, Erica L. Lanni, Christina A. Shandro, Bartel D. Ooms

Publikováno v: The Journal of Organic Chemistry. 73:6425-6428

A new LiI-promoted O- to N-alkyl migration has been developed for the conversion of O-alkylated 2-hydroxy pyridines, quinolines, and pyrimidines to the corresponding N-alkylated heterocycles in good to excellent yields (57-99%). This method serves as

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::76262a623bbcd47febde098d13020aeb
https://doi.org/10.1021/jo800866w

ChemInform Abstract: Preparation of N-Alkyl 2-Pyridones via a Lithium Iodide Promoted O- to N-Alkyl Migration: Scope and Mechanism

Autor: Keun Ah Ryu, Carolyn E. Anderson, Christina A. Shandro, Sarah Z. Tasker, Jarrad M. Utter, Gregory S. Snapper, Bruce A. Ellsworth, Erica L. Lanni, Michael A. Bosscher

Publikováno v: ChemInform. 44

In the presence of LiI, a number of 2-benzyloxy-, 2-allyloxy-, and 2-propargyloxypyridines undergoes efficient migration to afford N-alkylated 2-pyridones.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::5462e50ce765f1cd1004352ab404bc4e
https://doi.org/10.1002/chin.201303139

Facile and E-selective intramolecular ring-closing metathesis reactions in 3(10)-helical peptides: a 3D structural study

Autor: Alessandro Moretto, Marco Crisma, Claudio Toniolo, Daniel J. O'Leary, Amie K. Boal, Robert H. Grubbs, Erica L. Lanni, Ivan Guryanov

Publikováno v: Journal of the American Chemical Society
129 (2007): 6986–6987. doi:10.1021/ja071148m
info:cnr-pdr/source/autori:Amie K. Boal; Ivan Guryanov; Alessandro Moretto; Marco Crisma; Erica L. Lanni; Claudio Toniolo; Robert H. Grubbs; Daniel J. O'Leary/titolo:Facile and E-selective intramolecular ring-closing metathesis reactions in 3(10)-helical peptides: a 3D structural study/doi:10.1021%2Fja071148m/rivista:Journal of the American Chemical Society (Print)/anno:2007/pagina_da:6986/pagina_a:6987/intervallo_pagine:6986–6987/volume:129

The ring-closing metathesis reaction can be used to cross-link allylated serine residues situated at the i and i + 3 positions in 3(10)-helical peptides containing the helicogenic amino acid, alpha-aminoisobutyric acid (Aib). An octapeptide with the

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::ac4a77a048f7e38e46a0a83ec6582a66
https://pubmed.ncbi.nlm.nih.gov/17497781