A novel palladium catalyzed reductive cyclization

Cycloisomerization of 1,n‐Enynes: Challenging Metal‐Catalyzed Rearrangements and Mechanistic Insights

“…Rings containing up to 19 atoms have been obtained in synthetically useful yields (33-54 %). Remarkably, in these cases the regiochemistry of the reaction leads to the formation of a conjugated diene possessing exocyclic and endocyclic CÀC double bonds, which is in accordance with the related intermolecular palladium-catalyzed coupling reaction [15] of an alkene with an alkyne. Kressierer and Müller [16] have investigated the possibility of exploiting palladium-catalyzed cycloisomerizations to achieve the in situ generation of reactive aldehydes [Eq.…”

The Catalyzed Desulfinylative Allylation of Carbonyl Compounds with Alk‐2‐enesulfonyl Chlorides and Silyl Alk‐2‐enesulfinates

“…Interestingly, if [PdCl 2 A C H T U N G T R E N N U N G (PhCN) 2 ] was used as the catalyst, SnCl 2 was a suitable reductant for this allylation by umpolung reaction (Table 1, entry 8). [27] As expected, if Et 2 Zn or SnCl 2 were replaced by ZnCl 2 , no allylation was observed (Table 1, entry 6).…”

Copper‐ and Phosphane‐Free Sonogashira Coupling of Arenediazonium o‐Benzenedisulfonimides

“…Subsequent coordination of the adduct (i.e., 12 ) to an alkyne 3 gives complex 13 . Alternatively, it has also been reported1k,10b,10c that oxidative addition of Pd 0 to an alkyne 3 gives a hydridoalkynylpalladate complex by insertion of the Pd into the carbon–hydrogen bond. The interaction between 12 and this complex, in the presence of a base, leads to the formation of 14 .…”