Organic charge-transfer complex induces chemoselective decarboxylation to aryl radicals for general functionalization

2,2′-Bipyridine-Enabled Photocatalytic Radical [4+2] Cyclization of N-Aryl-α-amino Acids for Synthesizing Polysubstituted Tetrahydroquinolines

“…In an atmosphere of growing environmental awareness, organic communities have focused on the development of light-triggered chemical transformations because the photocatalytic reaction process generally undergoes a radical pathway and the process can usually avoid the traditional use of harsh radical-generating conditions. − Thus, recent years have witnessed tremendous advancement in the development of photocatalytic reaction systems. Accordingly, the light-driven reaction systems mainly comprise transition-metal complexes and small organic molecules due to their mostly common use as the photocatalysts and usually strong catalytic activity demonstrated in a variety of photoredox radical conversions. ,− It has also been documented that the photoinduced direct decarboxylation of abundant carboxylic acids has emerged as an extremely attractive method for radical generation that has been used for the construction of various carbon–carbon and carbon–heteroatom bonds because the carboxylic acids are usually nontoxic, stable, readily available, and unnecessary for the requirement of preactivation. − Nevertheless, radical generation of the traditional photocatalytic decarboxylative functionalization is generally initiated from an oxidative single-electron transfer (SET) process, and the radical generation process always requires the use of a strong oxidizing photocatalyst, which tends to result in poor functional group compatibility. Therefore, generating this type of radical under mild reaction conditions and keeping these radicals under stereoselective control during the reaction remain the two key points in the decarboxylative radical transformations.…”

Correction to “Metal-Free Amino(hetero)arylation and Aminosulfonylation of Alkenes Enabled by Photoinduced Energy Transfer”

“…In addition, thiazole units could also be smoothly transferred from the corresponding oxime esters with acrylo­nitrile, although the yield of 76a was low (29% yield). Unfortunately, the lower decarboxylation rate of thiophene carboxylic acid allows the oxime ester of the thiophene unit to undergo mainly oxyimination with styrene, while the amino­(hetero)­arylation product with acrylo­nitrile is only present in trace amounts.…”