Paper
Pd-Catalyzed Isocyanide Assisted Reductive Cyclization of 1-(2-Hydroxyphenyl)-propargyl Alcohols for 2-Alkyl/Benzyl Benzofurans and Their Useful Oxidative Derivatization.
Published Dec 7, 2015 · M. Rajesh, N. Thirupathi, T. Reddy
The Journal of organic chemistry
35
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Abstract
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.
Pd-catalyzed isocyanide assisted reductive cyclization of 1-(2-hydroxyphenyl)-propargyl alcohols leads to 2-alkyl/benzyl benzofurans with high substrate scope, insensitivity to air, and excellent product yielding.
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