Palladium-catalyzed Intermolecular Alkoxy-alkoxycarbonylation of Vinylphenols in the Presence of Copper Salt: Unexpected Cooperative Effect of Tin Salt

Transforming carbon dioxide and carbon monoxide into value-added products: boracarboxylation and boracarbonylation

“…Using carbon monoxide (CO) as a C1 building block via a carbonylation reaction was found to be an attractive approach for the preparation of various useful fine chemicals and industrial production. 38–58 Recently, catalytic carbonylative borofunctionalization of unsaturated substrates has signified a novel pathway for the concurrent addition of boron and carbonyl groups across the substrates, enabling the rapid construction of complex molecules. Consequently, in 2018, Wu et al published an in-depth review on the carbonylation of unsaturated bonds via transition-metal-mediated, acid-initiated, cationic, and free-radical processes.…”

“…38–40 Among the known transformations, most of the procedures focused on the carbonylative hydrofunctionalization of alkenes. 41–58…”

“…[38][39][40] Among the known transformations, most of the procedures focused on the carbonylative hydrofunctionalization of alkenes. [41][42][43][44][45][46][47][48][49][50][51][52][53][54][55][56][57][58] The simultaneous addition of boron and carbonyl groups (boracarbonylation process) across alkenes in a regioselective manner is a novel approach that enables the construction of complex molecules (Scheme 2). Importantly, these organoboron derivatives can be readily converted into a wide range of functional groups via C-C and C-heteroatom bondforming reactions in a stereospecific manner.…”

Palladium-Catalyzed Intermolecular Azidocarbonylation of Alkenes via a Cooperative Strategy

“…In particular, carbonylation-based difunctionalization reactions of alkenes (DFAs) are synthetically attractive . However, the pioneering studies were limited to the type of intramolecular reactions, and the intermolecular counterparts of these DFAs are quite limited . Thus, the exploration of new methods to promote intermolecular DFAs is of high synthetic significance.…”

Electrochemical Decarboxylative Alkoxy-alkoxycarbonylation of Alkenes

“…Recently, a novel strategy, known as difunctionalization of olefins, has been applied to synthesize such structures . Ukaji and colleagues found that β-alkoxylpropanoates were prepared by palladium-catalyzed intermolecular alkoxy–alkoxycarbonylation of vinylphenols under normal pressure of CO and O 2 in alcohol (Scheme B, top) . Zhu and colleagues have developed a copper-catalyzed 1,2-methoxy methoxycarbonylation of alkenes to β-methoxy alkanoates using methyl formate as an unprecedented source of both the methoxy and methoxycarbonyl groups in aid of tert -butyl peroxyacetate as an oxidant (Scheme B, middle) .…”