The Journal of Organic Chemistry

New methods of formation of meta-substituted aromatic compounds

J Adams, M Belley

Index: Adams, Julian; Belley, Michel Journal of Organic Chemistry, 1986 , vol. 51, # 20 p. 3878 - 3881

Full Text: HTML

Citation Number: 9

Abstract

The addition of organolithium reagents to the oxa tricyclic ketone 1 occurs stereospecifically to produce the corresponding tertiary carbinols 2a-d. When the alcohols 2a-d are treated with Tic&, ring fragmentation and dehydration occur to produce good yields of 5, 6- dihydrobenzaldehydes 3a-d. Oxidation of aldehydes 3a-d then leads to the corresponding meta-substituted benzaldehydes 4a-d. Alternatively, use of the Lewis acid Me, BBr did not ...

Related Articles:

Remarkable catalytic activity of [PdCl 2 (CH 3 CN) 2] in Suzuki–Miyaura cross-coupling reaction in aqueous media under mild conditions

[Ganesamoorthy; Shanmugasundaram; Karvembu Journal of Molecular Catalysis A: Chemical, 2013 , vol. 371, p. 118 - 124]

A highly efficient Schiff-base derived palladium catalyst for the Suzuki–Miyaura reactions of aryl chlorides

[Shahnaz, Nasifa; Banik, Biplab; Das, Pankaj Tetrahedron Letters, 2013 , vol. 54, # 22 p. 2886 - 2889]

Studies on Pd/NiFe2O4 catalyzed ligand-free Suzuki reaction in aqueous phase: synthesis of biaryls, terphenyls and polyaryls

[Borhade, Sanjay R.; Waghmode, Suresh B. Beilstein Journal of Organic Chemistry, 2011 , vol. 7, p. 310 - 319]

… and antiproliferative properties of N 3/8-disubstituted 3, 8-diazabicyclo [3.2. 1] octane analogues of 3, 8-bis [2-(3, 4, 5-trimethoxyphenyl) pyridin-4-yl] methyl-piperazine

[Filosa, Rosanna; Peduto, Antonella; de Caprariis, Paolo; Saturnino, Carmela; Festa, Michela; Petrella, Antonello; Pau, Amedeo; Pinna, Gerard Aime; La Colla, Paolo; Busonera, Bernardetta; Loddo, Roberta European Journal of Medicinal Chemistry, 2007 , vol. 42, # 3 p. 293 - 306]

Host-guest complexation. 31. A transacylase partial mimic

[Journal of the American Chemical Society, , vol. 106, # 17 p. 4987 - 5000]

More Articles...