55662-87-8

Upstream product

• 530-48-3 1,1-Diphenylethylene 
• 3340-78-1 2-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 128-37-0 2,6-di-tert-butyl-4-methyl-phenol 
• 109-77-3 malononitrile 
• 67-56-1 methanol 

Downstream Products

• 850130-95-9 1,2,3,4-tetrahydro-1-(nitromethyl)-2-phenylisoquinoline 

Relevant academic research and scientific papers

Difunctionalization of the C-N Bond through tert-Butylnitrite-Initiated C-N Cleavage of 1,2,3,4-Tetrahydroisoquinolines and N, N′-Diarylimidazolidines under Transition-Metal-Free Conditions

Difunctionalization of the saturated C-N bond of 1,2,3,4-tetrahydroisoquinolines and N,N′-diarylimidazolidines was achieved using TBN as the metal-free initiator, providing a series N-nitrosoaminoaldehydes in high yields. Mechanistic study shows that the TBN-derived tBuO radical initiated the sp3 C-H bond activation, and the C-N bond cleavage was mediated by an iminium intermediate. This reaction provided a new way to cleave an inert C-N bond under mild and metal-free conditions, realizing the construction of molecular complexity through difunctionalization of the C-N bond.

Harnessing visible-light energy for unbiased organic photoelectrocatalysis: Synthesis of: N -bearing fused rings

In this research, we realized the conversion of visible light to electrical energy and C-H activation by the synergistic catalytic effect of visible-light and photoelectric current. An atom-economical and environment-friendly self-biasing interfacial photo-electrocatalytic method for cascade C-H activation/cyclization is provided to construct N-containing fused ring compounds using an m-BiVO4 film as a photoanode. There are obvious advantages of this transformation due to no external bias and a small overpotential, saving electrical energy and avoiding excessive oxidation of malononitrile to achieve better chemical reactivity and selectivity. Meanwhile, the recovered photoanode could be used more than ten times. This journal is

Visible light promoted photoredox C(sp3)-H bond functionalization of tetrahydroisoquinolines in flow

A merger of organocatalysis and visible light photoredox catalysis performed in flow allowed access to a wide range of functionalizedN-aryl-substituted tetrahydroisoquinolines (THIQs) in a formal C-H oxidation/Mannich reaction. Strecker type functionaliza

Efficient aerobic cross-dehydrogenative coupling of tertiary amines over NiGa layered double oxide

An efficient and convenient heterogeneous catalytic system has been developed for the aerobic cross-dehydrogenative coupling over NiGa layered double oxide (Ni3Ga-LDO) without any additives. The results indicated that the catalytic system could

Tracing and elucidating visible-light mediated oxidation and C-H functionalization of amines using mass spectrometry

The co-existing mechanism of visible light mediated direct oxidation and C-H functionalization of amines was investigated by capturing all the intermediates using online mass spectrometry. The two-step dehydrogenation of amine involving a proton coupled electron transfer (PCET) process was revealed for the first time.

Asymmetric Organocatalysis and Photoredox Catalysis for the α-Functionalization of Tetrahydroisoquinolines

The asymmetric α-alkylation of tetrahydroisoquinolines with cyclic ketones has been accomplished in the presence of a combined catalytic system consisting of a visible-light photoredox catalyst and a chiral primary amine organocatalyst. The desired products were obtained in good yields, high enantioselectivity, and good to excellent diastereoselectivity. (PC: photoredox cycle, EN: enamine cycle).

A highly efficient gold-catalyzed oxidative C-C coupling from C-H bonds using air as oxidant

A breath of fresh air: The title reaction has been developed for the coupling of amines with nitroalkanes and different unmodified ketones using air as the sole oxidant under mild reaction conditions. The safe, convenient, and environmentally benign proce

Highly efficient oxidative carbon-carbon coupling with SBA-15-support iron terpyridine catalyst

SBA-15-Fe(terpy)2+ complex efficiently catalyzed oxidative C-C cross-coupling reactions of tertiary amines with carbon nucleophiles in high product yields. The supported terpyridine ligand can be recycled by filtration.