Green and efficient iron-catalyzed cross-dehydrogenative coupling for the synthesis of α,β-unsaturated ketones <i>via</i> C(sp <sup>3</sup> )–H functionalization

An efficient C-C cross-coupling approach for the synthesis of α,β-unsaturated ketones was developed through C(sp<sup>3</sup>)-H functionalization of acetophenone and methylarene under thermal conditions in the presence of a green catalyst, FeCl<sub>3</sub>·6H<sub>2</sub>O, with DMF as a solvent and atmospheric O<sub>2</sub> (air) as an oxidant. The method was useful for a wide range of substrates, indicating good functional group compatibility and providing an innovative approach to forming new C-C bonds from inexpensive, readily available starting materials. Thus, the main advantages of the present methods are one-pot reactions, environmentally friendly approaches, cost-effectiveness, broad substrate scope, short reaction times, easy workup procedures, and good yields.

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Journal
RSC Advances
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ra01979f
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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0.00

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article

Green and efficient iron-catalyzed cross-dehydrogenative coupling for the synthesis of α,β-unsaturated ketones via C(sp 3 )–H functionalization

Poonam Rajesh Prasad, Manjit Singh
RSC Advances
Catalytic C–H Functionalization Methods
article

Green and efficient iron-catalyzed cross-dehydrogenative coupling for the synthesis of α,β-unsaturated ketones via C(sp 3 )–H functionalization

Poonam Rajesh Prasad, Manjit Singh
article en

Abstract

An efficient C-C cross-coupling approach for the synthesis of α,β-unsaturated ketones was developed through C(sp<sup>3</sup>)-H functionalization of acetophenone and methylarene under thermal conditions in the presence of a green catalyst, FeCl<sub>3</sub>·6H<sub>2</sub>O, with DMF as a solvent and atmospheric O<sub>2</sub> (air) as an oxidant. The method was useful for a wide range of substrates, indicating good functional group compatibility and providing an innovative approach to forming new C-C bonds from inexpensive, readily available starting materials. Thus, the main advantages of the present methods are one-pot reactions, environmentally friendly approaches, cost-effectiveness, broad substrate scope, short reaction times, easy workup procedures, and good yields.

RSC AdvancesVol. 15(26)
Banaras Hindu University (IN)
Banaras Hindu University, Science and Engineering Research Board
Openalex Percentile: Top 89%
Catalytic C–H Functionalization Methods
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