The Journal of Organic Chemistry

Investigation of thermally induced. alpha.-deoxysilylation of organosilylated hydroxylamine derivatives as a general method for nitrene production

YH Chang, FT Chiu, G Zon

Index: Chang, Young Hwan; Chiu, Fang-Ting; Zon, Gerald Journal of Organic Chemistry, 1981 , vol. 46, # 2 p. 342 - 354

Full Text: HTML

Citation Number: 18

Abstract

A variety of organosilylated hydroxylamine derivatives have been spthesized and studied as possible nitrene generators by thermally induced a-deoxysilylaton: GN (OR') SiR3-GN:+ R'OSiR,, where G= Et02C, ArCO, ArSO,, Me, H, and Ph2PO. The methods used to assess nitrene formation include trapping product characterization, substitutent variation, kinetic activation parameter measurements, Hammett studies, and solvent effects. While the latter ...

766-77-8

Dimethylphenylsilane

~0%

~88%

~57%

~47%

~73%

~41%

~7%

Detail

~0%

~1%

~39%

~35%

Detail

~34%

Detail

~80%

Detail

~5%

~57%

~38%

Building a sulfonamide library by eco-friendly flow synthesi...

[Gioiello, Antimo; Rosatelli, Emiliano; Teofrasti, Michela; Filipponi, Paolo; Pellicciari, Roberto ACS Combinatorial Science, 2013 , vol. 15, # 5 p. 235 - 239]

Reactivity of β-Lactamido N-Sulfonyl Radicals

[Leca, Dominique; Fensterbank, Louis; Lacote, Emmanuel; Malacria, Max Organic Letters, 2002 , vol. 4, # 23 p. 4093 - 4095]

Direct conversion of thiols and disulfides into sulfonamides

[Bahrami, Kiumars; Khodaei, Mohammad M.; Soheilizad, Mehdi Tetrahedron Letters, 2010 , vol. 51, # 37 p. 4843 - 4846]

Scandium Triflate as an Efficient and Recyclable Catalyst fo...

[Mahalingam; Wu, Xiongyu; Wan, Yiqian; Alterman, Mathias Synthetic Communications, 2005 , vol. 35, # 3 p. 417 - 425]

Sequential aza-Baylis-Hillman/ring closing metathesis/aromat...

[McKay, William R.; Proctor, George R. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 2443 - 2450]