Directed ortho metalation of N, N-diethylbenzamides. Silicon protection of ortho sites and the o-methyl group

RJ Mills, NJ Taylor, V Snieckus

Index: Mills, Robert J.; Taylor, Nicholas J.; Snieckus, Victor Journal of Organic Chemistry, 1989 , vol. 54, # 18 p. 4372 - 4385

Full Text: HTML

Citation Number: 130

Abstract

New general methodology of value in aromatic chemistry based on silicon protection of preferred ortho metalation sites in benzamides and o-methyl groups in o-toluamides (1, 2, Scheme I) is described. According to these methodologies, routes (Schemes I1 and V) to 1, 2, 5-, 1, 2, 4, 5-, and 1, 2, 3-substituted aromatics with a variety of functionalities and oxidation states have been developed (Tables I and 11). These tactics are used for the ...

Related Articles:

Application of directed metalation in synthesis. Part 4: Expedient synthesis of substituted benzo [b] thiophene and naphthothiophene

[Mukherjee, Chandrani; Kamila, Sukanta; De, Asish Tetrahedron, 2003 , vol. 59, # 26 p. 4767 - 4774]

Application of directed metalation in synthesis. Part 4: Expedient synthesis of substituted benzo [b] thiophene and naphthothiophene

[Mukherjee, Chandrani; Kamila, Sukanta; De, Asish Tetrahedron, 2003 , vol. 59, # 26 p. 4767 - 4774]

Studies in Sulfur Heterocycles. Part 16: Synthesis of [1] Benzothieno [3, 2-b] pyrans via Tandem Reactions from 2, 3-Dihydrobenzo [b] thiophene-3 (2H) ones

[Kamila, Sukanta; Mukherjee, Chandrani; De, Asish Synlett, 2003 , # 10 p. 1479 - 1481]

More Articles...