Transition metal-catalyzed cyclocarbonylation in organic synthesis

Recent developments in carbonylation chemistry using [13C]CO, [11C]CO, and [14C]CO

“…This in turn requires that [ 14 C ]CO is produced, transported, and applied within a tight timeframe. Another major concern is that classical transition metal catalyzed carbonylative protocols are developed using super‐atmospheric partial pressures of carbon monoxide (5‐100 atm) . High‐pressure protocols have been developed because of the low cost of nonlabeled carbon monoxide with the aim of ensuring high conversion rates and isolated yields based on the remaining and more valuable reagents.…”

Agostic bonds in cyclometalation

“…The number of articles on the cyclometalation reactions has increased dramatically since 1970s, and also reviews [1e22] and a book [23] have been published. The number of the metal element in the organometallic intramolecular-coordination compounds, which are synthesized by these cyclometalation reactions was 57 in 2004 [21], 68 in 2007 [22], and 69 in 2010 [24].…”

Carbon Monoxide‐Free One‐Step Synthesis of Isoindole‐1,3‐diones by Cycloaminocarbonylation of o‐Haloarenes Using Formamides

“…[4] Recent advancements in aminocarbonylation reactions have made it possible to synthesize cyclic amides such as isoindole-1,3-diones in one step from o-halo compounds. [5] Ban et al have reported palladium-catalyzed isoindole-1,3-dione synthesis by carbonylative cyclization of o-bromobenzamides, which used carbon monoxide as the carbonyl source. [6] Similarly, Perry et al have reported the synthesis of isoindole-1,3-diones from double carbonylation reactions of o-dihaloarenes with CO and primary amines using PdCl 2 (PPh 3 ) 2 catalysis in the presence of 1,8-diazabicyclo [5.4.0]undec-7-ene.…”