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ortho ‐Oxygenative 1,2‐Difunctionalization of Diarylalkynes under Merged Gold/Organophotoredox Relay Catalysis
Author(s) -
Sancheti Shashank P.,
Akram Manjur O.,
Roy Rupam,
Bedi Vaibhav,
Kundu Shubhankar,
Patil Nitin T.
Publication year - 2019
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201901275
Subject(s) - catalysis , cycloaddition , combinatorial chemistry , chemistry , enol ether , enol , ether , organic chemistry
Reported herein is an ortho ‐oxygenative 1,2‐difunctionalization of diarylalkynes under merged gold/organophotoredox catalysis to access highly functionalized 2‐(2‐hydroxyaryl)‐2‐alkoxy‐1‐arylethan‐1‐ones. Detailed mechanistic studies suggested a relay process, initiating with gold‐catalyzed hydroalkoxylation of alkynes, to generate enol‐ether followed by a key formal [4+2]‐cycloaddition reaction. The successful application of the present methodology was also shown for the synthesis of benzofurans.