Highly efficient oxidative cleavage of olefins with O<sub>2</sub> under catalyst-, initiator- and additive-free conditions (Electronic supplementary information (ESI) available. See DOI: 10.1039/d1qo00175b) | Health & Environmental Research Online (HERO)

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HERO ID

9551411

Reference Type

Journal Article

Title

Highly efficient oxidative cleavage of olefins with O₂ under catalyst-, initiator- and additive-free conditions (Electronic supplementary information (ESI) available. See DOI: 10.1039/d1qo00175b)

Author(s)

Ou, J; He, S; Wang, W; Tan, H; Liu, K

Year

2021

Volume

Issue

Page Numbers

3102-3109

Language

English

DOI

10.1039/d1qo00175b

Web of Science Id

WOS:000641422400001

URL

https://www.proquest.com/scholarly-journals/highly-efficient-oxidative-cleavage-olefins-with/docview/2540696343/se-2?accountid=171501
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Abstract

Described are the first examples of 1,4-dioxane-promoted oxidative cleavage of olefins to carbonyls with atmospheric oxygen as the sole oxidant and the maximum conversion was obtained up to 95%. This reaction is external catalyst-, initiator- and additive-free with excellent functional group tolerance (base and oxidant sensitive groups) and is operationally simple. It also provides a practical protocol for exceptional efficiency, large-scale synthesis (>50 grams), late-stage modification of complex poly-functionalized molecules, and one-pot sequential transformations starting from alkenes.

Keywords

Chemistry--Organic Chemistry; Alkenes; Oxidizing agents; Initiators; Catalysts; Carbonyls; Functional groups; Cleavage; Oxidants; Carbonyl compounds