112712-24-0Relevant academic research and scientific papers
Metal-free, redox-neutral, site-selective access to heteroarylamine via direct radical?radical cross-coupling powered by visible light photocatalysis
Zhou, Chao,Lei, Tao,Wei, Xiang-Zhu,Ye, Chen,Liu, Zan,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu
, p. 16805 - 16813 (2020/11/09)
Transition-metal-catalyzed C?N bond-forming reactions have emerged as fundamental and powerful tools to construct arylamines, a common structure found in drug agents, natural products, and fine chemicals. Reported herein is an alternative access to heteroarylamine via radical?radical cross-coupling pathway, powered by visible light catalysis without any aid of external oxidant and reductant. Only by visible light irradiation of a photocatalyst, such as a metal-free photocatalyst, does the cascade single-electron transfer event for amines and heteroaryl nitriles occur, demonstrated by steady-state and transient spectroscopic studies, resulting in an amine radical cation and aryl radical anion in situ for C?N bond formation. The metal-free and redox economic nature, high efficiency, and site-selectivity of C?N cross-coupling of a range of available amines, hydroxylamines, and hydrazines with heteroaryl nitriles make this protocol promising in both academic and industrial settings.
BIS(TRI-n-BUTYLSTANNYL)BENZOPINACOLATE: PREPARATION AND USE AS A MEDIATOR OF INTERMOLECULAR FREE RADICAL REACTIONS
Hart, David J.,Krishnamurthy, Ramanarayanan,Pook, Lori M.,Seely, Franklin L.
, p. 7819 - 7822 (2007/10/02)
Bis(tri-n-butylstannyl)benzopinacolinate (2) serves as a thermal source of tri-n-butylstannyl radicals and mediates intermolecular coupling of selected alkyl halides to O-benzylformaldoxime and electron deficient olefins.A free radical non-chain mechanism is proposed for these reactions.
