24391-84-2Relevant articles and documents
Rhodium-Catalyzed Direct Arylation of Furopyridine: Synthesis and the Cardiac Effects of Dictamnine Derivatives
Du, Yufeng,Huang, Linyu,Wang, Neng,Li, Xiaohuan,Zhou, Xian-Li,Zhang, Lan,Huang, Shuai,Walsh, Patrick J.,Gao, Feng
, p. 1002 - 1008 (2022/02/07)
Herein is reported a Rh2(OAc)4/IMes ? HCl system that promotes the chemoselective installation of aryl groups at the 2-position of furo[2,3-b]pyridine (53–94% yields). The method is applicable to the direct modification of the natura
Tandem Sonogashira-Hagihara coupling/cycloisomerization reactions of ethynylboronic acid MIDA ester to afford 2-heterocyclic boronic acid MIDA esters: A concise route to benzofurans, indoles, furopyridines and pyrrolopyridines
Sakurai, Yohji
, p. 1322 - 1336 (2017/07/18)
A one-pot process that provides direct access to 2-heterocyclic MIDA (N-methyliminodiacetic acid) boronates has been developed. The reaction of 2-iodophenols or 2-iodoanilines with ethynylboronic acid MIDA ester readily afforded 2-substituted heterocyclic compounds. Amidine and phosphazene bases, especially TMG (1,1,3,3-tetramethylguanidine) assumed an important role in the tandem Sonogashira-Hagihara coupling/cycloisomerization reactions.
Synthesis of indoles, benzofurans, and related heterocycles via an acetylene-activated SNAr/intramolecular cyclization cascade sequence in water or DMSO
Hudson,Bizier,Esdale,Katz
, p. 2273 - 2284 (2015/03/04)
The synthesis of 2-substituted indoles and benzofurans was achieved by nucleophilic aromatic substitution, followed by subsequent 5-endo-dig cyclization between the nucleophile and an ortho acetylene. The acetylene serves the dual role of the electron withdrawing group to activate the substrate for SNAr, and the C1-C2 carbon scaffold for the newly formed 5-membered heteroaromatic ring. This method allows for the bond forming sequence of Ar-X-N/O-C1 to proceed in a single synthetic step, furnishing indoles and benzofurans in moderate to high yields. Since the method is not transition metal mediated, brominated and chlorinated substrates are tolerated, and benzofuran formation can be conducted using water or water-DMSO mixtures as solvent. This journal is