Tetrahedron

Competitive acylation of arylstyrylsilanes: Controlling silanucleophile reactivity

MA Brook, C Henry

Index: Brook, Michael A.; Henry, Courtney Tetrahedron, 1996 , vol. 52, # 3 p. 861 - 868

Full Text: HTML

Citation Number: 9

Abstract

Electrophilic substitution reactions occurred cleanly between acyl cations and arylstyrylsilanes 2–4. With an unsubstituted aryl group, 2 underwent transfer of the styryl group to form styryl ketone 5 as would be predicted from previous kinetic studies. With increasing methyl group substitution of the aryl group, aryl group transfer occurred competitively such that 3 showed a 2: 1 preference for destyrylation: dearylation giving 10: ...

Related Articles:

Catalytic Friedel–Crafts acylation: magnetic nanopowder CuFe 2 O 4 as an efficient and magnetically separable catalyst

[Parella, Ramarao; Naveen; Kumar, Amit; Babu, Srinivasarao Arulananda Tetrahedron Letters, 2013 , vol. 54, # 13 p. 1738 - 1742]

The Friedel–Crafts acylation of aromatic compounds with carboxylic acids by the combined use of perfluoroalkanoic anhydride and bismuth or scandium triflate

[Matsushita, Yoh-Ichi; Sugamoto, Kazuhiro; Matsui, Takanao Tetrahedron Letters, 2004 , vol. 45, # 24 p. 4723 - 4727]

Niobium pentachloride–silver perchlorate as an efficient catalyst in the Friedel–Crafts acylation and Sakurai–Hosomi reaction of acetals

[Arai, Shigeru; Sudo, Yukinori; Nishida, Atsushi Tetrahedron, 2005 , vol. 61, # 19 p. 4639 - 4642]

Graphite as an effective catalyst for Friedel–Craftsacylation

[Kodomari, Mitsuo; Suzuki, Yoshitada; Yoshida, Kouji Chemical Communications, 1997 , # 16 p. 1567 - 1568]

Competitive acylation of arylstyrylsilanes: Controlling silanucleophile reactivity

[Tetrahedron, , vol. 52, # 3 p. 861 - 868]

More Articles...