New ways of genterating organotion reactive intermediates for organic synthesis

Catalyst-free alkanoylation of aromatic rings via arylstannanes. Scope and limitations

“…Moreover, the substantial amount of chloroadamantane found under these conditions could be explained as a result of decarbonylation of the unreactive excess of 13a 2 . It should be mentioned that no alkylation products were detected in agreement with results reported by Neumann [8].…”

A catalyst-free synthesis of asymmetric diaryl ketones from aryltins

“…As seen from Table 1, arylstannane 1 reacted with benzoyl-and naphtoyl chloride in 60 h rendering the diarylketones 10 [7] and 11 in good yields (65% and 60%, respectively) (entries 1 and 2). Similar reactions carried out with arylstannanes 2-4 proceeded efficiently giving diarylketones 12 (78%), 13 (68%), 14 (65%) and 15 (70%) [7] (entries [3][4][5][6]. It should be mentioned that the reaction conditions are mild enough to be applied to acid sensitive molecules such as 5, leading to the corresponding ketone 16 (40%, 20 h), the protecting group remaining unchanged (entry 7) [8].…”

“…Among them, the reaction of organotin compounds with acid chlorides have been widely used either in reactions catalyzed by Lewis acids [3] or in Pd-catalyzed cross-coupling reactions [4]. Although these reactions are efficient methods to form ketones in good yields, there are some disadvantages related with them.…”

An Efficient Route to Novel Uracil-Based Drug-Like Molecules

“…The NMR spectra of the analytical sample were identical with the previously reported data. 23,24 (3-Chlorophenyl)(m-tolyl)methanone (3b)…”