116544-80-0Relevant academic research and scientific papers
BCl3-Induced Annulative Oxo- and Thioboration for the Formation of C3-Borylated Benzofurans and Benzothiophenes
Warner, Andrew J.,Churn, Anna,McGough, John S.,Ingleson, Michael J.
supporting information, p. 354 - 358 (2016/12/30)
BCl3-induced borylative cyclization of aryl-alkynes possessing ortho-EMe (E=S, O) groups represents a simple, metal-free method for the formation of C3-borylated benzothiophenes and benzofurans. The dichloro(heteroaryl)borane primary products can be protected to form synthetically ubiquitous pinacol boronate esters or used in situ in Suzuki–Miyaura cross couplings to generate 2,3-disubstituted heteroarenes from simple alkyne precursors in one pot. In a number of cases alkyne trans-haloboration occurs alongside, or instead of, borylative cyclization and the factors controlling the reaction outcome are determined.
Cyclodeshydratation d'aryloxy-2 diaryl-1,2 ethanones en diaryl-2,3 benzofurannes. Influence de la substitution sur la competition entre deux chemins reactionnels
Montfort, Bernard,Laude, Bernard,Vebrel, Joel,Cerutti, Ernest
, p. 848 - 854 (2007/10/02)
Many of the methods for synthesizing derivatives of 2,3-diaryl benzofurans imply cyclodehydration of 1,2-diaryl 2-aryloxyethanones, leading often to a mixture of two isomers which differ by the presence of the aryl substituent at positions C-2 or C-3 of benzofuran.This isomerisation is explained by a competition between two possible mechanisms.Either a direct electrophilic substitution or the intermediate formation of an α-acylcarbenium ion.This study deals with the competition as determined by the substitution of aryl groups in the initial substrate.Each 2,3-diarylbenzofuran was synthesized previously using an unambiguous method.
