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Title: Tuning the Copper(II)/Copper(I) Redox Potential for More Robust Copper-Catalyzed C-N Bond Forming Reactions: Tuning the Copper(II)/Copper(I) Redox Potential for More Robust Copper-Catalyzed C-N Bond Forming Reactions
NSF-PAR ID:
10143541
Author(s) / Creator(s):
 ;  ;  ;  ;  ;  ;  ;  ;  ;  
Publisher / Repository:
Wiley Blackwell (John Wiley & Sons)
Date Published:
Journal Name:
European Journal of Inorganic Chemistry
Volume:
2020
Issue:
14
ISSN:
1434-1948; EJIC
Page Range / eLocation ID:
p. 1278-1285
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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  1. Abstract

    An atom‐economic approach for the synthesis ofN‐(2‐acetoxyalkyl)isoquinolones from oxazolines and alkynes through rhodium(III)‐catalyzed auto‐tandem reactions involving C−H bond functionalization/C−N bond formation/ring opening/nucleophilic substitution is described. This protocol features high regioselectivity, tolerance of various functional groups, and retention of absolute configuration of chirality. Exploration of the reaction mechanism reveals that Cu(OAc)2not only acts as the oxidant, but also provides acetate to promote the reaction in this process.

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