Titanium Reagents for the Synthesis of 2-Substituted Benzo [b] thiophenes on the Solid Phase

CF Roberts, RC Hartley

Index: Roberts, Christine F.; Hartley, Richard C. Journal of Organic Chemistry, 2004 , vol. 69, # 18 p. 6145 - 6148

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Citation Number: 28

Abstract

Titanium (IV) benzylidenes (Schrock carbenes) bearing a masked sulfur nucleophile in the ortho position were generated from thioacetals with use of low-valent titanocene complex Cp2Ti [P (OEt) 3] 2 and alkylidenated Merrifield resin-bound esters to give enol ethers. Treatment of the 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) ...