By Alan R. Katritzky, Otto Meth-Cohn, and Charles W. Rees (Editors-in-Chief)
This quantity covers the formation of carbon-carbon single-, double- and triple bonds by way of substitution and addition reactions in addition to by means of a variety of rearrangements. The formation of carbon-carbon a number of bonds by way of removal and condensation methods is absolutely documented. moreover the synthesis of carbon-hydrogen bonds mostly via substitution and addition reactions is featured as is the training of a wide selection of carbon-centred anions, cations and radicals.
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Additional info for Comprehensive Organic Functional Group Transformations,Volume 1 (Synthesis: Carbon with No Attached Heteroatoms)
O} experiment would be prohibitive\ and second the catalyst requires a high percentage of platinum\ thus making the method costly[ Another ~ow method was used to reduce cyano! Ethyladamatane 83 Benzonitrile Methylcyclohexane 64 ÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐ * 30% Ni–Al2O3 CN (35) 180 °C, H2 99% 0[91[0[2[2 Reduction using hydride reagents The use of hydrides for the reduction of nitriles to the methyl analogue seems to have been scarcely investigated to any degree[ Sodium borohydride in acetonitrile was used to reduce p!
ClC5H3CH1 51 ÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐ * Primary arylamines make up the third and _nal group[ The method described above for alkyl! di! phenyl ! 4\5 ! dihydrobenzoðhŁquinolin! 2! 2! 2! Ethylpentane 77 Aniline Cyclohexane 88 Diphenylamine Cyclohexane 88 ÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐÐ * Pt, H2 + N Pt, H2 + N H Scheme 7 In all\ this is a good method for defunctionalizing simple amines to their corresponding hydro! butyltin hydride was used to reduce a series of similar compounds as shown in Scheme 7 ð77SC0196Ł[ This appears to be the only examination of this reagent as an amine reductant[ Tem!
Ophilic hydride which may be used for the reductive displacement of disulfonimides[ The incor! yielding method of producing disulfonimides from hindered amines has been found[ It appears that sulfonamides resist addition of a second sulfonyl moiety in even moderately hindered environments[ Research has suggested that the steric requirement of the disulfonimide surpasses that of the trimethylammonium ion ð55LA"580#04\ 64JA5762Ł[ The range of compounds investigated in this type of reduction spans several substituted aniline and straight chain primary amine deriva!
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