Mechanism of Gold(I)-Catalyzed Rearrangements of Acetylenic Amine-N-Oxides: Computational Investigations Lead to a New Mechanism Confirmed by Experiment

Elizabeth L. Noey; Yingdong Luo; Liming Zhang; K. N. Houk

doi:10.1021/ja208860x

Mechanism of Gold(I)-Catalyzed Rearrangements of Acetylenic Amine-N-Oxides: Computational Investigations Lead to a New Mechanism Confirmed by Experiment

Journal of the American Chemical Society ◽

10.1021/ja208860x ◽

2011 ◽

Vol 134 (2) ◽

pp. 1078-1084 ◽

Cited By ~ 82

Author(s):

Elizabeth L. Noey ◽

Yingdong Luo ◽

Liming Zhang ◽

K. N. Houk

Keyword(s):

Acetylenic Amine

Download Full-text

Studies of tertiary amine oxides. 11. Rearrangement of Acetylenic Amine Oxides

Journal für Praktische Chemie ◽

10.1002/prac.19893310203 ◽

1989 ◽

Vol 331 (2) ◽

pp. 187-194 ◽

Cited By ~ 3

Author(s):

Abdul-Hussain Khuthier ◽

Mohammed Ali Sheat

Keyword(s):

Tertiary Amine ◽

Amine Oxides ◽

Acetylenic Amine

Download Full-text

New Acetylenic Amine Derivatives of 5,8-Quinolinediones: Synthesis, Crystal Structure and Antiproliferative Activity

Crystals ◽

10.3390/cryst7010015 ◽

2017 ◽

Vol 7 (1) ◽

pp. 15 ◽

Cited By ~ 9

Author(s):

Monika Kadela-Tomanek ◽

Maria Jastrzębska ◽

Ewa Bębenek ◽

Elwira Chrobak ◽

Małgorzata Latocha ◽

...

Keyword(s):

Crystal Structure ◽

Antiproliferative Activity ◽

Acetylenic Amine ◽

Derivatives Of

Download Full-text

Inhibition of murine N1-acetylated polyamine oxidase by an acetylenic amine and the allenic amine, MDL 72527

Biochemical and Biophysical Research Communications ◽

10.1016/j.bbrc.2004.11.054 ◽

2005 ◽

Vol 326 (2) ◽

pp. 483-490 ◽

Cited By ~ 11

Author(s):

Tianyun Wu ◽

Ke-Qing Ling ◽

Lawrence M. Sayre ◽

William S. McIntire

Keyword(s):

Polyamine Oxidase ◽

Acetylenic Amine ◽

Mdl 72527

Download Full-text

Revisiting the mechanism of acetylenic amine N-Oxide rearrangement catalysed by Gold(I) complexes from a DFT perspective

Journal of Organometallic Chemistry ◽

10.1016/j.jorganchem.2019.03.011 ◽

2019 ◽

Vol 889 ◽

pp. 45-52

Author(s):

Fatemeh Khadem Lahiji ◽

Alireza Ariafard

Keyword(s):

Acetylenic Amine

Download Full-text

Some Observations on the Hydrolysis of the Amides of Primary α-Acetylenic Amines

Canadian Journal of Chemistry ◽

10.1139/v73-212 ◽

1973 ◽

Vol 51 (9) ◽

pp. 1416-1418 ◽

Cited By ~ 7

Author(s):

John Nicholson Gardner

Keyword(s):

Carbon Atom ◽

Triple Bond ◽

The Other ◽

Ritter Reaction ◽

Ethynyl Group ◽

Acetylenic Amine ◽

The Ritter Reaction ◽

Hydrolysis Of

Some amides of primary α-acetylenic amines were made from the corresponding α-acetylenic alcohols by the Ritter reaction. Depending upon the other substituents on the carbon atom bearing nitrogen and the ethynyl group, hydrolysis resulted in formation of the α-acetylenic amine or in hydration of the triple bond to yield a ketone.

Download Full-text