Visible-Light-Mediated Photocatalytic Oxidative C–C Bond Cleavage of Geminal Diazides: An Approach to Oxamates

Narenderreddy Katta; Arumugavel Murugan; Sonika Sharma; Duddu S. Sharada

doi:10.1055/s-0040-1706048

SynOpen, Inhaltsverzeichnis

CC BY-NC-ND 4.0 · SynOpen 2021; 05(02): 152-157
DOI: 10.1055/s-0040-1706048

paper

Visible-Light-Mediated Photocatalytic Oxidative C–C Bond Cleavage of Geminal Diazides: An Approach to Oxamates

Narenderreddy Katta

^aCatalysis & Chemical Biology Laboratory, Department of Chemistry, Indian Institute of Technology (IIT) Hyderabad, Kandi, Sangareddy, Telangana 502 285, India

,

Arumugavel Murugan

^aCatalysis & Chemical Biology Laboratory, Department of Chemistry, Indian Institute of Technology (IIT) Hyderabad, Kandi, Sangareddy, Telangana 502 285, India

,

Sonika Sharma

^bLoyola Academy Degree & P.G College, Old Alwal, Secunderabad, Telangana 500010, India

,

Duddu S. Sharada ∗

^aCatalysis & Chemical Biology Laboratory, Department of Chemistry, Indian Institute of Technology (IIT) Hyderabad, Kandi, Sangareddy, Telangana 502 285, India

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Abstract

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Abstract

Photoredox catalysis has received great attention in both academia and industry and remarkable progress has been made over the past decade. Now, it has been shown that a visible-light-mediated oxidative C–C bond cleavage of geminal diazides can be induced by organic dye catalysis for the synthesis of oxamates. A mechanistic study, confirmed by control experiments, indicates that this proceeds through single-electron transfer (SET). This methodology can be applied to convert a wide array of geminal diazides into oxamates.

Key words

photoredox - oxamates - C–C cleavage

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