Tetrahedron

Studies on development of sufficiently chemoselective N-acylation reagents: N-Acyl-N-(2, 3, 4, 5, 6-pentafluorophenyl) methanesulfonamides

K Kondo, E Sekimoto, J Nakao, Y Murakami

文献索引：Kondo, Kazuhiro; Sekimoto, Erika; Nakao, Junko; Murakami, Yasuoki Tetrahedron, 2000 , vol. 56, # 32 p. 5843 - 5856

全文：HTML全文

被引用次数: 63

摘要

A variety of storable N-acyl-N-(2, 3, 4, 5, 6-pentafluorophenyl) methanesulfonamides (4a–e) prepared from N-2, 3, 4, 5, 6-pentafluorophenylmethanesulfonamide (3), have been developed after systematic research on the structure–reactivity relationship and were found to serve as N-acylation reagents exhibiting sufficiently good chemoselectivity.

~92%

~73%

~76%

~86%

~94%

~94%

~90%

~87%

~96%

~91%

~90%

Reductive cleavage of N O bonds in hydroxylamine and hydrox...

[Keck, Gary E.; McHardy, Stanton F.; Wager, Travis T. Tetrahedron Letters, 1995 , vol. 36, # 41 p. 7419 - 7422]

A facile deprotection of secondary acetamides

[Koenig, Stefan G.; Vandenbossche, Charles P.; Zhao, Hang; Mousaw, Patrick; Singh, Surendra P.; Bakale, Roger P. Organic Letters, 2009 , vol. 11, # 2 p. 433 - 436]

Reductive N-alkylation of amides, carbamates and ureas

[Dube, Daniel; Scholte, Andrew A. Tetrahedron Letters, 1999 , vol. 40, # 12 p. 2295 - 2298]

Synthetic and structural studies on 1, 2, 4-dithiazolidine-3...

[Wood, Mark E.; Cane-Honeysett, Daniel J.; Dowle, Michael D.; Coles, Simon J.; Hursthouse, Michael B. Organic and Biomolecular Chemistry, 2003 , vol. 1, # 17 p. 3015 - 3023]

Alkyl 1-chloroalkyl carbonates: Reagents for the synthesis o...

[Barcelo, Gerard; Senet, Jean-Pierre; Sennyey, Gerard; Bensoam, Jean; Loffet, Albert Synthesis, 1986 , # 8 p. 627 - 632]