Guo-Jun Deng

Herein, a visible-light-induced photoredox anti-Markovnikov hydroalkoxylation and hydration of α‑trifluoromethyl alkenes has been developed to give a straightforward access to structurally valuable β-trifluoromethyl ethers and alcohols. This robust protocol features synthetic advantages including facile metal-free and mild conditions, broad functional group tolerance, high chemoselectivity, and gram-scalability.

A metal-free [2 + 2 + 1 + 1] cyclization enables multicomponent synthesis of 2-arylpyridines. Readily available substrates react under simple conditions with high regioselectivity to afford diverse 2-arylpyridines with broad functional group tolerance.

Herein, we have developed photoredox/copper dual catalysis for the synthesis of structurally useful polysubstituted fluoroalkylalkenes. The cascade reaction involves defluoronative difluoroalkyl radical formation, radical addition to vinylene carbonate, radical-metal binding, β-elimination, and decarboxylation. This approach efficiently affords stereoregular tri- and tetrasubstituted fluoroalkyl alkenes with broad functional group tolerance.

Herein we report a novel and environmentally friendly anti-Markovnikov hydroxy-heteroarylation of olefins by employing H ₂ O ₂ as the hydroxyl radical source under mild conditions.

Herein, we report rhodium/copper dual catalysis for efficient defluorinative ring-opening coupling/annulation of gem -difluorocyclopropanes with phenols.

A visible-light-induced selective defluorinative cyclization reaction of quinazolinones bearing unactivated alkene moieties with a variety of trifluoromethylarenes is reported. This protocol features mild reaction conditions and exhibits broad substrate compatibility, accommodating diverse unactivated alkenes as well as electron-deficient trifluoromethylarenes, thus enabling the efficient construction of difluorinated quinazolinone derivatives. Mechanistic investigations reveal that the transformation proceeds through a consecutive photoinduced electron transfer (ConPET) pathway, which is crucial for overcoming the thermodynamic barrier associated with C–F bond activation under visible-light irradiation.

A convenient, one-pot synthesis of (2-imino)-1,3-oxathioles derivatives from readily available nitrobenzene, 2-naphthol, and carbon disulfide is developed, using magnetically separable CoFe2O4 as a heterogeneous catalyst. This three-component protocol enables efficient construction of the target heterocycles and allows for easy catalyst recovery and reuse via an external magnet. A range of substrates are well tolerated, affording the corresponding products in good yields.

A S ₈ ‐mediated hydrogen‐borrowing reduction/cyclization/aromatization strategy for the preparation of indolo[3,2‐ c ]quinolines has been described. The present procedure starts from 2‐(2‐nitrophenyl)indoles and amines, providing a wide range of indolo[3,2‐c]quinolines in 39%–75% yields under metal‐free conditions. In this work, nitro‐group reduction, CN bond cleavage, CN bond formation, and cyclization are achieved in one pot.

The atroposelective synthesis of axially chiral styrenes remains a formidable challenge due to the configurational lability and the difficulty in controlling alkene geometry. Herein, we report a synergistic photoredox/copper-catalyzed carbocyanation of terminal alkynes that enables efficient access to these valuable scaffolds. Under redox-neutral conditions, a wide range of readily available N-hydroxyphthalimide esters and 2-aminoaryl alkynes are efficiently converted into the corresponding styrene atropisomers in good yields with high enantioselectivity and E-selectivity. The practicality of this method is highlighted by successful scale-up reactions and versatile downstream transformations, providing a general and efficient strategy for synthesizing configurationally unstable axially chiral alkenes.