100008-34-2

Upstream product

• 75-97-8 3,3-dimethyl-butan-2-one 
• 75802-22-1 1-ethoxyisochromane 
• 98-86-2 acetophenone 
• 493-05-0 isochromane 
• 2206-94-2 1-acetoxy-1-phenylethene 
• 95033-78-6 1-hydroxyisochroman 
• 614-20-0 3-oxo-3-phenylpropionic acid 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 70-11-1 α-bromoacetophenone 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 34818-49-0 1-methoxyisochromane 

Downstream Products

• 117368-64-6 N-methyl-2-(isochroman-1-yl)-1-phenethylamine 
• 612-94-2 2-phenylnaphthalene 
• 644-13-3 C₆H₅COC₁₀H₇ 
• 20669-52-7 3-phenyl-1,2-dihydronaphthalene 
• 35060-38-9 (2-naphthyl)phenylmethanol 
• 117368-68-0 N-(3-phenylpropyl)-2-(isochroman-1-yl)-1-phenethylamine 
• 117368-67-9 N-phenethyl-2-(isochroman-1-yl)-1-phenethylamine 
• 117368-66-8 N-benzyl-2-(isochroman-1-yl)-1-phenethylamine 
• 117368-65-7 N-butyl-2-(isochroman-1-yl)-1-phenethylamine 

Relevant academic research and scientific papers

2,3-dichloro-5,6-dicyano-1,4-benzoquinone-catalyzed teactions employing MnO2 as a stoichiometric oxidant

Several oxidative reactions can be effected with MnO2 in the presence of substoichiometric quantities of DDQ. These transformations include oxidative cyclization, deprotection, and dehydrogenation reactions. The use of MnO2 as a terminal oxidant for DDQ-mediated reactions is attractive based on economical and environmental factors.

Catalytic amounts of CBr4 mediated dehydrogenative coupling of isochromans with aromatic ketones

In the presence of catalytic amounts of CBr4 (a metal-free mediator), an unexpected oxidative dehydrogenative coupling of isochromans with ketones occurred to construct new Csp3-Csp3 bonds. The reactions were performed und

Oxidative alkylation of cyclic benzyl ethers with malonates and ketones using oxygen as the terminal oxidant

A simple oxidative alkylation of cyclic benzyl ethers with malonates and ketones was developed using a mixture of Cu(OTf)2, InCl3, and NHPI as catalyst under an atmospheric pressure of oxygen. Georg Thieme Verlag Stuttgart.

Visible-light induced enhancement in the multi-catalytic activity of sulfated carbon dots for aerobic carbon-carbon bond formation

The development of carbonaceous materials as metal-free catalysts integrating different types of catalysis in a single system represents a significant advance in cascade/tandem organic synthesis. Zero-dimensional carbon dots with tuneable optical properties and easily modifiable surface functionalities can be harnessed as a carbocatalyst for merging photooxidation and acid-catalyzed reactions in one pot. Herein, we explore carbon dots decorated with hydrogen sulfate groups as a photocatalyst for the dehydrogenative cross-coupling of xanthenes with ketones, arenes and 1,3-dicarbonyl compounds that showed high efficiency and selectivity under visible-light irradiation. The sulphated carbon dots demonstrate dual catalytic properties, wherein they induced the rapid photooxidation of xanthenes in the presence of molecular oxygen to form a hydroperoxy intermediate followed by coupling of nucleophiles catalysed by the acidic surface functional groups. The methodology represents an operationally simple pathway for the generation of C-C coupling products in a short reaction time with wide substrate scopes under mild conditions. The catalyst is easily separable and can be reused over multiple cycles with good efficiency.

Palladium on Carbon-Catalyzed Benzylic Methoxylation for Synthesis of Mixed Acetals and Orthoesters

The palladium on carbon (Pd/C)-catalyzed direct methoxylation of the benzylic positions of linear benzyl and cyclic ether substrates proceeded in the presence of i-Pr2NEt under an oxygen atmosphere to give the corresponding mixed acetals. Cyclic acetal derivatives could also be converted into orthoesters. The present direct methoxylation via a carbon-hydrogen (C?H) functionalization can be accomplished using the easily-removed Pd/C and molecular oxygen as a green oxidant. The obtained mixed acetals were transformed into the corresponding ether products by chemoselective substitution of the methoxy group using a silyltriflate, 2,4,6-collidine, and a nucleophile. The orthoester derivative could also be transformed into the cyclic ketal under similar reaction conditions.

Structurally diverse α-substituted benzopyran synthesis through a practical metal-free C(sp3)-H functionalization

A trityl ion-mediated practical C-H functionalization of a variety of benzopyrans with a wide range of nucleophiles (organoboranes and C-H molecules) at ambient temperature has been disclosed. The metal-free reaction has an excellent functional group tole

Copper(II) catalyzed cross-dehydrogenative coupling of cyclic benzylic ethers with simple carbonyl compounds by Na2S2O 8

Copper(II) catalyzed cross-dehydrogenative coupling of cyclic benzylic ethers with a variety of simple carbonyl compounds mediated by Na 2S2O8 is developed. The scope of carbonyl components is broad, including simple aldeh

Manganese dioxide-methanesulfonic acid promoted direct dehydrogenative alkylation of sp3 C-H bonds adjacent to a heteroatom

A manganese dioxide (MnO2)-methanesulfonic acid (CH 3SO3H) oxidation system has been developed to efficiently promote direct coupling of benzylic ethers and carbamates with simple ketones via oxidative C-H bond activation.

Decarboxylative alkylation of β-keto Acids with isochromans under oxidative conditions

An unprecedented decarboxylative alkylation reaction of β-keto acids with isochromans has been developed under oxidative conditions. A range of β-keto acids smoothly undergo decarboxylative alkylation with isochromans in the presence of 2,2,6,6-tetramethylpiperdine-1-oxoammonium hexafluorophosphate to give structurally diverse 1-acylmethylisochromans in moderate to excellent yields with extremely high regioselectivity. A range of β-keto acids smoothly undergo decarboxylative alkylation with isochromans in the presence of 2,2,6,6-tetramethylpiperdine-1-oxoammonium hexafluorophosphate to give structurally diverse 1-acylmethylisochromans in moderate to excellent yields. Copyright

Catalyzed selective direct α- And γ-alkylation of aldehydes with cyclic benzyl ethers by using T+BF4- in the presence of an inexpensive organic acid or anhydride

The cross dehydrogenative coupling (CDC) of cyclic benzyl ethers with aliphatic and α,β-unsaturated aldehydes has been developed. The mild reaction conditions, in which an N-oxoammonium salt derived from TEMPO (2,2,6,6-tetramethyl-1-piperidinoxyl) is employed as the oxidant in combination with a Cu catalyst, allow the use of relatively redox-unstable aldehydes under oxidative CDC conditions. The addition of a catalytic amount of trifluoroacetic acid (TFA) or Ac2O facilitates the reaction and increases the efficiency and selectivity. In contrast to the expected α-alkylation obtained with aliphatic aldehydes, α,β-unsaturated aldehydes led preferentially to the more challenging γ-alkylated products. The utility of the developed methodology was demonstrated by the synthesis of isochromane-derived bioactive compounds, such as the dopamine antagonist sonepiprazole.