| Abstract
| - Titanium(IV) benzylidenes (Schrock carbenes)bearing a masked sulfur nucleophile in the ortho positionwere generated from thioacetals with use of low-valenttitanocene complex Cp2Ti[P(OEt)3]2 and alkylidenated Merrifield resin-bound esters to give enol ethers. Treatment ofthe resin-bound enol ethers with a 5:5:90 mixture of TFA,TFAA, and dichloromethane led to cleavage from resin,removal of the tert-butyldimethylsilyl (TBDMS) protectinggroup, and concomitant cyclization to complete the tracelesssolid-phase synthesis (SPS) of benzothiophenes. Switchingthe nature of the linker from acid-stable to acid-sensitiveensured good purity.
|
