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We report the synthesis of a series of carbazole-triazine based donor-acceptor (D-A) POFs and their photocatalytic activities for aerobic oxidation reactions. The simultaneous introduction of a carbazole-based electron donor and a triazine-based electron acceptor in D-A POFs stabilizes the charge transfer state and enables an efficient triplet-triplet energy transfer to generate 1O2. Meanwhile, systematic variation of the D-A distance results in the tunable photoredox properties and consequently the efficiency for generation of reactive oxygen species (ROSs). Upon visible light excitation, all three D-A POFs exhibit excellent capability to promote three aerobic oxidations: sulfide oxidation, oxidative amine coupling, and Mannich reactions. This systematic study validates the design principle of D-A POFs as high-performance photo-oxidation catalysts with wide substrate scope and excellent stability and recyclability.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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An efficient nitro-Mannich type direct alpha-C(sp3)-H functionalisation of N-aryl-1,2,3,4-tetrahydroisoquinolines catalysed by simple iron salts in combination with O2 as the terminal oxidant is described. The use of a Teflon AF-2400 membrane Tube-in-Tube reactor under continuous flow conditions allowed for considerable process intensification to be achieved relative to previous batch methods. This journal is

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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A visible-light photoredox-catalyzed reaction of tetrahydroisoquinolines with beta-fluorinated gem-diols results in the formation of C1-monofluoromethylated tetrahydroisoquinolines via C(sp3)-H bond activation. This protocol provides a new method to introduce a CF group with stable, easily-prepared monofluorinated gem-diol as CF source. A mechanistic investigation is presented based on control experiments.

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Tetrahydroisoquinoline – Wikipedia,
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Benzylic C-H functionalization of N-aryl-tetrahydroisoquinolines (THIQs) with various benzyl bromides was developed using a photoredox iridium (Ir) catalyst under blue LED irradiation, affording arylmethyl group-substituted THIQs in moderate to good yields (up to 82%). This photoredox catalyst-mediated reaction was also applicable to other activated bromides, including allyl bromide, cinnamyl bromide, propargyl bromide, and alpha-bromoacetate. We propose that photoredox catalyst-mediated electron transfer generates a radical species from the THIQ and another radical from the bromide, and then radical-radical cross-coupling occurs to form a new carbon-carbon bond.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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An efficient method for an iron catalyzed oxidative indolation and methoxyphenylation of N-protected tetrahydroisoquinolines and isochroman is described including subsequent facile deprotection. The Royal Society of Chemistry 2010.

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Tetrahydroisoquinoline – Wikipedia,
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A metal- and reagent-free, electrochemical cross-dehydrogenative coupling reaction of N-aryl-tetrahydroisoquinolines with phosphites and indole is developed. This method provides an environmentally benign and simple approach for the construction of C?P and C?C bonds in moderate to high yields with wide tolerance of functional groups.

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Tetrahydroisoquinoline – Wikipedia,
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(Figure Presented) Only oxygen and acid! The oxidative coupling of xanthene and other activated benzylic compounds with carbon nucleophiles such as ketones, can be performed under ambient conditions without solvent by simply using oxygen and catalytic amounts of methanesulfonic acid. The proposed reaction mechanism involves substrate activation by formation of hydroperoxides; the method can therefore be regarded as an “autoxidative coupling reaction”.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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Described herein is the first example of the application of an iminium intermediate generated by visible-light photocatalyzed oxidation in an inverse electron-demand aza-Diels-Alder reaction. This dual functionalization of both C(sp3)-H and C(sp2)-H bonds of N-aryl tetrahydroisoquinolines represents a valuable example for access to polycycles with high diastereoselectivity.

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Tetrahydroisoquinoline – Wikipedia,
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A [4+2] cycloaddition reaction proceeding through tandem cross-dehydrogenative coupling/intramolecular hydroarylation between N-aryltetrahydroisoquinolines and crotonaldehyde was developed by virtue of enamine-iminium catalysis, which enabled the rapid construction of ring-fused tetrahydroquinolines. The first metal-free catalytic oxidative coupling of gamma-selective C(sp3)-H bonds of crotonaldehyde was realized by using a secondary amine catalyst and 2,3-dichloro-5,6-dicyanoquinone.

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Tetrahydroisoquinoline – Wikipedia,
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Copper catalysed phenylation of aromatic and aliphatic amines using phenyllead triacetate has been compared with the analogous reactions using five-valent bismuth derivatives.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem