Low-Valent Titanium Mediated Reductive Deoxygenation of Carbonyls to MethylenesViaCarbon-Nitrogen Bond Cleavage in N-(Arylmethyl) Anilines
- 1 March 1996
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 26 (6) , 1051-1056
- https://doi.org/10.1080/00397919608003711
Abstract
The reduction of aryl aldehydes and ketones in neutral medium, to the corresponding hydrocarbons via carbon-nitrogen bond cleavage of the intermediate N-(arylmethyl)anilines with low-valent titanium reagents is described. It provides a mild, convenient and selective pathway for deoxygenation of carbonyls without the production of any side product.Keywords
This publication has 12 references indexed in Scilit:
- The Reduction of Aromatic Aldehydes to Hydrocarbons with Borohydride Exchange Resin (BER)-Nickel Acetate in MethanolSynthetic Communications, 1995
- Low-Valent Titanium Mediated Deprotection of N-Allyl/Benzyl Amines: A New ApproachSynthetic Communications, 1995
- Reduction of Carbonyl Compounds to Hydrocarbons with Triisopropyl Phosphite: An Inexpensive New Reducing Agent1Synlett, 1990
- Carbonyl-coupling reactions using low-valent titaniumChemical Reviews, 1989
- Synthesis of alkyl-substituted N-protected indoles via acylation and reductive deoxygenationThe Journal of Organic Chemistry, 1989
- Reductive deoxygenation of aryl aldehydes and ketones by tert-butylamine-borane and aluminum chlorideThe Journal of Organic Chemistry, 1989
- Hydrogenation of Diaryl and Arylalkyl Ketones by Sodium Borohydride and Aluminum ChlorideSynthetic Communications, 1987
- Hydrogenolysis of Diaryl and Aryl Alkyl Ketones and Carbinols by Sodium Borohydride and Anhydrous Aluminum(III) ChlorideSynthesis, 1987
- Reductive deoxygenation of aryl aldehydes and ketones and benzylic, allylic, and tertiary alcohols by zinc iodide-sodium cyanoborohydrideThe Journal of Organic Chemistry, 1986
- Selective deoxygenation of ketones and aldehydes including hindered systems with sodium cyanoborohydrideJournal of the American Chemical Society, 1973