72261-62-2Relevant articles and documents
Rapid, Operationally Simple, and Metal-free NBS Mediated One-pot Synthesis of 1,2-Naphthoquinone from 2-Naphthol
Sim, Jaeuk,Jo, Hyeju,Viji, Mayavan,Choi, Minho,Jung, Jin-Ah,Lee, Heesoon,Jung, Jae-Kyung
supporting information, p. 852 - 858 (2018/02/06)
A metal-free, one-pot synthesis of 1,2-naphthoquinone was accomplished from 2-naphthol by utilizing economically cheap NBS under open air conditions. Initial formation of 1,1-dibromonaphthalen-2-one and subsequent transformation afforded the 1,2-naphthoquinone. This oxidation was completed within 30 min and had broad substrate scope. Moreover, this system tolerated heterocyclic systems and was also applicable to 1,3-dicarbonyl systems. This practical approach with short reaction times, a simple workup, and insensitivity to moisture could override the usage of expensive and hazardous oxidizing and metal reagents. (Figure presented.).
Structural Influences on the Isomerization of 4-Benzyl- and 4-Allyl-1,2-naphthoquinones to Quinonemethides and their Stereochemistry
Takuwa, Akio,Iwamoto, Hidetoshi,Soga, Osamu,Maruyama, Kazuhiro
, p. 1627 - 1632 (2007/10/02)
The isomerization of 4-benzyl-1,2-naphthoquinones and 4-allyl-1,2-naphthoquinones to quinonemethides has been studied.The steric interaction and extra ? conjugation in the quinonemethide, and acidity of methylene protons of the quinone, are controlling fa
