Formation of Alkenes by Elimination

Abstract

Dehydrogenation Dehydrohalogenation and Elimination of Alkyl Halides 1,1‐Dihalides 1,2‐Dihalides 1,3‐Dihalides Trihaloalkanes β‐Halo Ethers Halohydrins Halo Aldehydes and Ketones Halo Carboxylic Acids Halo Esters β‐Halo Sulfonates Amines β‐Halo Amines and Derivatives Amine Oxides (Cope Elimination) Quaternary Ammonium Salts N ‐Alkyl‐ N , N ‐Disulfonimides N ‐Nitrosocarboxamides Nitro Compounds Diazo Compounds β‐Substituted Azides Ethers β‐Substituted Ethers Sulfides α‐Halosulfides β‐Halosulfides β‐Hydroxysulfides Sulfoxides β‐Alkoxy‐ and Hydroxy‐Sulfoxides Sulfones α‐Halosulfones (Ramberg—Bäcklund Reaction) β‐Hydroxysulfones β‐Acyloxysulfones Other β‐Substituted Sulfones Disulfones Sulfonyl Halides β‐Oxyselenides Selenoxides Tellurides Organosilanes β‐Halosilanes β‐Oxysilanes and ‐Stannanes β‐Aminosilanes Dehydration of Alcohols Sulfonate Esters Sulfates Phosphates and Thiophosphates Xanthates Thiocarbonates Carbamates N ‐Methyl‐4‐alkoxypyridinium Iodides 1,2‐Diols and Derivatives 1,2‐Disulfonates 1,3‐Diols Acetals Dithioacetals Aldehydes and Ketones Lactols Carboxylic Acids Acid Halides Acid Anhydrides Esters and Lactones Amides and Lactams Nitriles Miscellaneous Reactions

Facile Access of Olefins from Ketones and Arylboroxines Enabled by Rhodium Catalysis

“…In general, the elimination step can be directly accomplished through the use of strong acids or high temperatures. [3] The obvious deficiencies are the low functional group tolerance and isomerization of related products. Alternatively, the olefins can be synthesized from the derivatives of tertiary alcohols, which means that an additional procedure is required to activate the tertiary alcohols by converting the hydroxyl group into a good leaving group.…”

“…In order to synthesize olefins along this line, the subsequent elimination process is inevitable (Scheme 1a). In general, the elimination step can be directly accomplished through the use of strong acids or high temperatures [3] . The obvious deficiencies are the low functional group tolerance and isomerization of related products.…”

“…The obvious deficiencies are the low functional group tolerance and isomerization of related products. Alternatively, the olefins can be synthesized from the derivatives of tertiary alcohols, which means that an additional procedure is required to activate the tertiary alcohols by converting the hydroxyl group into a good leaving group [3] . On balance, the synthesis of olefins via nucleophilic addition and elimination reaction from ketones and organoboron compounds is tedious and often suffers from narrow substrate scope.…”