Tetrahedron

Imidomethylation of C-nucleophiles using O-phthalimidomethyl trichloroacetimidate and catalytic amounts of TMSOTf

IAI Ali, H El Sayed, RR Schmidt

Index: Ali, Ibrahim A. I.; El Ashry, El Sayed H.; Schmidt, Richard R. Tetrahedron, 2004 , vol. 60, # 22 p. 4773 - 4780

Full Text: HTML

Citation Number: 20

Abstract

The O-phthalimidomethyl trichloroacetimidate (), as a latent aminomethylating agent, exhibits high electrophilicity towards a variety of C-nucleophiles in the presence of catalytic amounts of TMSOTf and mild reaction conditions. The nucleophiles include aromatics, alkenes and active methylene compounds whereby a phthalimidomethyl group could be introduced to give compounds. Removal of the phthaloyl group gave the respective ...

Related Articles:

Azodicarbonyl dimorpholide (ADDM): an effective, versatile, and water-soluble Mitsunobu reagent

[Lanning, Maryanna E.; Fletcher, Steven Tetrahedron Letters, 2013 , vol. 54, # 35 p. 4624 - 4628]

Synthesis and evaluation of some variants of the Nefkens' reagent

[Goodman, Cassie A.; Hamaker, Christopher G.; Hitchcock, Shawn R. Tetrahedron Letters, 2013 , vol. 54, # 45 p. 6012 - 6014]

Conformationally unambiguous spin labeling for distance measurements

[Sajid, Muhammad; Jeschke, Gunnar; Wiebcke, Michael; Godt, Adelheid Chemistry - A European Journal, 2009 , vol. 15, # 47 p. 12960 - 12962]

Synthesis and evaluation of some variants of the Nefkens' reagent

[Goodman, Cassie A.; Hamaker, Christopher G.; Hitchcock, Shawn R. Tetrahedron Letters, 2013 , vol. 54, # 45 p. 6012 - 6014]

The first preparation of α-functionalized benzylamine

[Cho, Su-Dong; Kim, Hyeung-Jae; Ahn, Chuljin; Falckb; Shin, Dong-Soo Tetrahedron Letters, 1999 , vol. 40, # 47 p. 8215 - 8217]

More Articles...