77791-06-1Relevant academic research and scientific papers
Revisiting 1-chloro-1,2-benziodoxol-3-one: Efficient: ortho -chlorination of aryls under aqueous conditions
Vinayak, Botla,Ravindrakumar, Pardhi Vishal,Ramana, Daggupati V.,Chandrasekharam, Malapaka
, p. 8953 - 8959 (2018/06/08)
The application of 1-chloro-1,2-benziodoxol-3-one as a powerful chlorinating agent as well as oxidant for aniline derivatives is explored. The amide directing group assisted radical mediated ortho-selective chlorination proceeds in the absence of a radical initiator. Various electronically differentiated anilides and sulfonamides are tolerated under aqueous conditions.
Amide-assisted radical strategy: Metal-free direct fluorination of arenes in aqueous media
Liang, Deqiang,Li, Yanni,Gao, Shulin,Li, Renlun,Li, Xiangguang,Wang, Baoling,Yang, Hai
supporting information, p. 3344 - 3349 (2017/07/28)
A metal- and initiator-free direct fluorination of arenes with the assistance of an amide group is developed. This reaction proceeded under simple aqueous conditions with good functional group tolerance and ortho-para selectivity, and is highly practical because it could be readily scaled up to a multigram-scale. At this stage, an exclusive mechanism could not be proposed, and several possibilities have been discussed. The possibility of the amide-assisted radical chain mechanism has been supported by experimental and computational investigations as well as a seminal work.
Palladium-catalyzed synthesis of benzimidazoles and quinazolinones from common precursors
Sadig, Jessie E. R.,Foster, Radleigh,Willis, Michael C.,Wakenhut, Florian
, p. 9473 - 9486,14 (2012/12/12)
N-(o-Halophenyl)imidoyl chlorides and the corresponding imidates are easily prepared and can be utilized as complementary precursors for the synthesis of important heterocycles. The synthesis of N-substituted benzimidazoles was possible from the palladium
Copper-catalysed intramolecular O-arylation of aryl chlorides and bromides: a straightforward approach to benzo[d]oxazoles in water
Barbero, Nekane,Carril, Mónica,SanMartin, Raul,Domínguez, Esther
, p. 10425 - 10432 (2008/02/12)
A general, efficient and more sustainable protocol for the copper-catalysed intramolecular O-arylation of o′-haloanilides leading to the benzo[d]oxazole core is reported. Remarkably, the optimised conditions allowed for the use of inexpensive and easily available aryl chlorides as arylating agents. Moreover, all reactions were carried out employing exclusively water as the solvent, rendering the methodology presented herein highly valuable from both environmental and economic points of view.
