Arylsulfonyl compounds are among the most important compounds in pharmaceutical and medicinal chemistry. Hence, a wide variety of sulfonylation methods have been reported recently. This review summarizes arylsulfonylation methodologies developed in the last 5 years and includes two major categories. The first entails direct arylsulfonylation and the second multicomponent arylsulfonylation. In direct arylsulfonylation, arylsulfonyl reagents react with C−H activated compounds, alkynes, and alkenes through coupling or addition reactions. In multicomponent reactions, arylation reagents and various substrates react with sulfur dioxide surrogates, such as DABSO, Na 2 S 2 O 5 , and K 2 S 2 O 5 . Arylsulfonyl hydrazides, aryl boronic acids, aryl silanes, and aryl halides are the most widely employed arylation reagents that react with sulfur dioxide surrogates to generate an arylsulfonyl source, and ensuing reactions proceed via pathways analogous to those of direct arylsulfonylation.

Amides reacted with NaN 3 to give the acyl azides in DMF at 25 °C and produce the symmetrical ureas in THF/H 2 O at 80 °C via the sequential reaction of acyl substitution and Curtius rearrangement. All acyl azides were also obtained from the secondary amides via sequential reaction of p-toluenesulfonyl chloride and NaN 3 . In addition, keto-stabilized iminophosphoranes were prepared from a one-pot reaction of amides, NaN 3 , and phosphines.

Transition metal-free Claisen-type condensation between two different amides was developed. N-phenyl-Ntosylbenzamide derivatives reacted with enolizable amides such as N-methyl pyrrolidinone and N,N-dimethyl acetamide in the presence of NaHMDS to give their corresponding β-ketoamides with moderate-to-good yields.

Activated primary, secondary, and tertiary amides were coupled with enolizable esters in the presence of LiHMDS to obtain good yields of β-ketoesters at room temperature. Notably, this protocol provides an efficient, mild, and high chemoselectivity method to synthesis of β-alkylketoesters using the cross-coupling between aliphatic amides and esters. Meanwhile, gram-scale secondary and primary amides reacted via in situ generated activated tertiary amides and exhibited good reactivity when coupled with esters.

N-acyl lactam amides, such as benzoylpyrrolidin-2-one, benzoylpiperidin-2-one, and benzoylazepan-2-one reacted with amines in the presence of DTBP and TBAI to afford the transamidated products in good yields. The reactions were...