Arylsulfonyl chlorides, table

Other pseudohalides such as aryldiazonium ions (Table 2, entry arylsulfonyl chlorides (Table 2, entry 4)," ... 

The described procedure essentially follows that described by Meerwein et al.2 as modified slightly by Yale and Sowinski.4 This same method can be used for a great variety of substituted anilines with good results. As evident in Table I, good yields are obtained in most cases, and the reaction works better for anilines with electron-withdrawing substituents. The identical procedure has been used to prepare many other examples, such as m-F, o-F, 3,5-di-CF3.5 This method readily provides many unavailable arylsulfonyl chlorides it is experimentally straightforward, and the products are isolated without complications. 

Although aryl halides and triflates are the most commonly used arylating agents, there are successful examples where both aroyl chlorides and arylsulfonyl chlorides have been employed. Pd-catalyzed decarbonylations and desulfonylations and subsequent Heck couplings are often conducted with trialkylamines such as A-ethylmorpholine as a base, but improved yields are reported in cases in which the tertiary amine is replaced by a mixture of potassium carbonate and benzyltrioctylammonium chloride. In Table 2 two examples are given (entries 17 and 18). ... 

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