Copper Catalyzed Direct Alkenylation of Simple Alkanes with Styrenes. -The reaction is conducted under mild, user-friendly, and operationally simple conditions. -(ZHU, Y.; WEI*, Y.; Chem. Sci. 5 (2014) 6, 2379-2382,
A procedure for the copper‐catalyzed selective oxidation of primary alcohols to esters and aldehydes was developed. Under solvent‐free conditions, self‐oxidative esterification and cross‐esterification of benzyl alcohols with various aliphatic alcohols proceed smoothly to give the corresponding esters in good yields. If DMF was used as a solvent, the benzyl alcohols were selectively converted into the corresponding aldehydes in excellent yields.
Efficient One-Pot Synthesis of Propargylamines from Mannich Bases Through a Retro-Mannich-Type Fragmentation. -A novel method for the synthesis of propargylamines is developed by Cu-catalyzed coupling of Tbp-type Mannich bases with terminal alkynes and NCS (or NBS) as the oxidant. The reaction is unsuccessful in the presence of aromatic secondary amines [cf.(Ib)] and with an aliphatic alkyne [cf. (XI)]. -(ZHU, Y.; ZHAO, H.; WEI*, Y.; Synthesis 45 (2013) 7, 952-958, http://dx.
An efficient one-pot synthesis of propargylamines is achieved by copper-catalyzed coupling of phenylacetylenes with Mannich bases through a chlorine(1+) or bromine(1+) ion-initiated retro-Mannich-type fragmentation under mild conditions. The Mannich bases are easily prepared from an electron-rich phenol, formaldehyde, and an amine. The protocol provides an appealing alternative for the construction of propargylamines by a simple onepot procedure.
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