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Cascade Synthesis of Dihydrobenzofurans and Aurones via Palladium‐Catalyzed Isocyanides Insertion into 2‐Halophenoxy Acrylates
Author(s) -
Ali Wajid,
Dahiya Anjali,
Patel Bhisma K.
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201800013
Subject(s) - chemistry , imine , palladium , double bond , catalysis , hydrolysis , stereochemistry , polymer chemistry , organic chemistry
A palladium‐catalyzed isocyanides insertion into 2‐halophenoxy acrylates leading to an unparalleled synthesis of dihydrobenzofurans (DHBs) having two exocyclic double bonds have been achieved. While the iodo substrates gave products having an exocyclic imine bond, its bromo analogue yielded reduced secondary amines as the product. An acid hydrolysis of the exocyclic imine bond in DHBs produces various aurone esters.