4361-29-9

Upstream product

• 186581-53-3 diazomethane 
• 23860-35-7 cyclohexylacetic acid chloride 
• 701-97-3 cyclohexanepropionic acid 
• 1123-86-0 cyclohexyl ethyl ketone 
• 4594-78-9 cyclohexanone-2-propionitrile 
• 108-94-1 cyclohexanone 
• 695-12-5 vinylcyclohexane 
• 201230-82-2 carbon monoxide 
• 39098-75-4 3-cyclohexylpropionyl chloride 
• 701-98-4 β-cyclohexylidenepropionic acid 
• 189809-76-5 3-cyclohexyl-2-(2-pyridylsulfanyl)-propionamide 
• 10341-90-9 Cyclohexylquecksilberacetat 
• 79-06-1 2-propenamide 
• 24371-94-6 cyclohexylmercury chloride 

Downstream Products

• 41010-09-7 3-cyclohexylpropionitrile 
• 4361-30-2 3-cyclohexyl-N-(3-phenyl)propanamide 
• 76649-96-2 c-hexylethyl isocyanate 
• 4361-44-8 3-cyclohexylpropan-1-amine 

Relevant academic research and scientific papers

Remote Regioselective Radical C-H Functionalization of Unactivated C-H Bonds in Amides: The Synthesis of gem-Difluoroalkenes

The site-selective functionalization of unactivated aliphatic amines is an attractive and challenging synthetic approach. We herein report a general strategy for the remote site-selective functionalization of unactivated C(sp3)-H bonds in amides by photogenerated amidyl radicals to form gem-difluoroalkenes with trifluoromethyl-substituted alkenes. The site selectivity is controlled by a 1,5-hydrogen atom transfer (HAT) process of the amide. This photocatalyzed transformation shows both chemo- and site-selectivity, facilitating the formation of a secondary, tertiary, or quaternary carbon center.

Remote Directed Isocyanation of Unactivated C(sp3)-H Bonds: Forging Seven-Membered Cyclic Ureas Enabled by Copper Catalysis

Reported herein is an unprecedented copper-catalyzed site-selective ?-C(sp3)-H bonds activation of aliphatic sulfonamides for constructing the synthetically useful seven-membered N-heterocycles. A key to success is the use of in-situ-formed amide radicals, to activate the inert C(sp3)-H bond, and inexpensive TMSNCO, as a coupling reagent under mild conditions. To the best of our knowledge, this represents the first use of alkylamine derivatives as a five-membered synthon to prepare a seven-membered N-heterocycles.

Copper-Catalyzed Amide Radical-Directed Cyanation of Unactivated Csp3-H Bonds

A method for site-selective intermolecular δ/?-Csp3-H cyanation of aliphatic sulfonamides is developed using TsCN as the cyanating reagent, catalyzed by a Cu(I)/phenanthroline complex. The mild, expeditious, and modular protocol allows efficient remote Csp3-H cyanation with good functional group tolerance and high regioselectivity. Mechanistic studies indicate that the reaction might proceed through a Cu(I)-mediated N-F bond cleavage to generate an amidyl radical, 1,5-HAT, and cyano group transfer of the resulting carbon radical with TsCN.

Primary fatty acid amide preparation method

The present invention provides a primary fatty acid amide preparation method. According to the present invention, under the action of a single auxiliary agent phosphine-containing transition metal catalyst or a combined auxiliary agent comprising a phosphine-free transition metal catalyst and a phosphine-containing ligand, terminally substituted olefin or cyclo-olefin, carbon monoxide and an ammonium salt are subjected to a hydrogen carboamidation reaction so as to prepare the primary fatty acid amide compound in one step; the raw material and the catalyst of the reaction are inexpensive and easy to obtain, and the synthesis process is simple, such that the synthesis cost is substantially reduced; the preparation method has characteristics of mild reaction condition and high yield, and issuitable for industrial production; and the raw material and the catalyst of the reaction are clean, non-toxic and low environment pollution.

Two carbon homologation of carboxylic acids using acrylamide as a radical trap

Photolysis of O-acyl derivatives of N-hydroxy-2-thiopyridone in the presence of acrylamide in dichloromethane furnished crystalline 2-(pyridine-2-thiyl)-carboxamides. Desulfurization of the latter by nickel boride afforded primary amides in excellent yields.

The invention of radical reactions. Part XXXVIII. Homologation of carboxylic acids with acrylamide and synthetic studies of 3-deoxy-D-arabino-2-heptulosonic acid (DAH) and its 4-epimer

Alkyl radicals generated from O-acyl derivatives of N-hydroxy-2-thiopyridone added onto acrylamide at room temperature to form crystalline 2-(2-pyridylsulfanyl)-carbosamides. Desulfurization of the latter by nickel boride at roam temperature afforded primary amides in quantitative yield. 3-Deoxy-D-arabino-2-heptulosonic acid (DAH), its 4-epimer, and their derivatives were effectively synthesized from commercial D-ribonolactone by similar radical chemistry.

Phenyl Effects in Radical Additions to Alkenes

Reactions of cyclohexylmercuric salts 4 with NaBH4 in the presence of alkenes 8 yield products 10.The main step of the reaction sequence, the addition of a cyclohexyl radical (7) to alkene 8, can be measured using a competition technique.The data show that styrene reacts 30 - 40 times faster than expected by the ?p--value.This phenyl effect decreases in going from monosubstituted alkenes 8 to disubstituted alkenes 3, 2 and 1 because the steric hindrance of a coplanar orientation of the ?-system increases in the same order.