Rajesh Manda, Thirupathi Nuligonda, Reddy Thota Jagadeshwar, Kanojiya Sanjeev, Reddy Maddi Sridhar
Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute , BS-10/1, Sector 10, Jankipuram extension, Sitapur Road, Lucknow 226031, India.
SAIF Division, CSIR-CDRI , Lucknow 226031, India.
J Org Chem. 2015 Dec 18;80(24):12311-20. doi: 10.1021/acs.joc.5b02204. Epub 2015 Dec 7.
An unusual Pd-catalyzed isocyanide assisted 5-exo-dig reductive cyclization of 1-(2-hydroxyphenyl)-propargyl alcohols is achieved for 2-alkyl/benzyl benzofurans. The reaction features a high substrate scope, insensitivity to air, and excellent product yielding. Further, a direct metal-free C-H functionalization (azidation, alkoxylation, and hydroxylation) and selective oxidative cleavage of thus synthesized 2-benzylfurans are described for azido-, alkoxy-, hydroxyl-, amide-, and tetrazolyl adducts.
实现了一种不寻常的钯催化异腈辅助的1-(2-羟基苯基)-丙炔醇的5-外环化还原环化反应，用于合成2-烷基/苄基苯并呋喃。该反应具有底物范围广、对空气不敏感和产物收率优异的特点。此外，还描述了由此合成的2-苄基呋喃的直接无金属C-H官能化（叠氮化、烷氧基化和羟基化）以及选择性氧化裂解，用于制备叠氮基、烷氧基、羟基、酰胺基和四唑基加合物。
