Tetrahedron

Highly reactive sulfinates. The synthesis, solvolysis and rearrangement of benzyl trichloromethanesulfinates

S Braverman, Y Duar

Index: Braverman, Samuel; Duar, Ytzhak Tetrahedron, 1990 , vol. 46, # 8 p. 2975 - 2990

Full Text: HTML

Citation Number: 12

Abstract

Benzyl trichloromethanesulfinates are easily obtained by oxidation of the corresponding sulfenates, in excellent yields. Examination of their reactivity revealed some unique features. In contrast to benzyl arenesulfinates which undergo solvolysis with complete SO bond fission, these esters undergo solvolysis with exclusive CO bond fission, and with a rate enhancement by a factor of 6 powers of ten, comparable to benzyl tosylates. Similarly, ...

Related Articles:

Reductive etherification of aldehydes photocatalyzed by dicarbonyl pentamethylcyclopentadienyl iron complexes

[Argouarch, Gilles; Grelaud, Guillaume; Roisnel, Thierry; Humphrey, Mark G.; Paul, Frederic Tetrahedron Letters, 2012 , vol. 53, # 37 p. 5015 - 5018]

New method for the synthesis of benzyl alkyl ethers mediated by FeSO4

[Joshi, Girdhar; Adimurthy, Subbarayappa Synthetic Communications, 2011 , vol. 41, # 5 p. 720 - 728]

The Preparation and Properties of Some Substituted Benzyl Fluorides1

[Bernstein; Roth; Miller Journal of the American Chemical Society, 1948 , vol. 70, p. 2310,2313]

A kinetic model for water reactivity (avoiding activities) for hydrolyses in aqueous mixtures–selectivities for solvolyses of 4??substituted benzyl derivatives in alcohol– …

[Bentley, T. William; Koo, In Sun; Choi, Hojune; Llewellyn, Gareth Journal of Physical Organic Chemistry, 2008 , vol. 21, # 3 p. 251 - 256]

Justus Liebig's Annalen Der Chemie. Über die Einwirkung des Ozons auf organische Verbindungen

[Beilstein; Kuhlberg Justus Liebigs Annalen der Chemie, 1868 , vol. 147, p. 344 Full Text Show Details Naquet Justus Liebigs Annalen der Chemie, 1862 , vol. Suppl.2, p. 251]

More Articles...