Metal- and Acid-Free C-H Formylation of Nitrogen Heterocycles: Using Trioxane as an Aldehyde Equivalent Enabled by an Organic-Soluble Oxidant.

Ganley, Jacob M; Christensen, Melodie; Lam, Yu-Hong; Peng, Zhengwei; Angeles, Angie R; Yeung, Charles S

Ganley, Jacob M; Christensen, Melodie; Lam, Yu-Hong; Peng, Zhengwei; Angeles, Angie R; Yeung, Charles S.

Afiliação

Ganley JM; Department of Discovery Chemistry , Merck & Co., Inc. , 33 Avenue Louis Pasteur , Boston , Massachusetts 02115 , United States.
Christensen M; Department of Process Research and Development , Merck & Co., Inc. , 90 East Scott Avenue , Rahway , New Jersey 07065 , United States.
Lam YH; Department of Modeling and Informatics , Merck & Co., Inc. , 90 East Scott Avenue , Rahway , New Jersey 07065 , United States.
Peng Z; Department of Modeling and Informatics , Merck & Co., Inc. , 90 East Scott Avenue , Rahway , New Jersey 07065 , United States.
Angeles AR; Department of Process Research and Development , Merck & Co., Inc. , 33 Avenue Louis Pasteur , Boston , Massachusetts 02115 , United States.
Yeung CS; Department of Discovery Chemistry , Merck & Co., Inc. , 33 Avenue Louis Pasteur , Boston , Massachusetts 02115 , United States.

Org Lett ; 20(18): 5752-5756, 2018 09 21.

Article em En | MEDLINE | ID: mdl-30188720

ABSTRACT

ABSTRACT

A metal-free, innate, and practical C-H formylation of nitrogen heterocycles using trioxane as a formyl equivalent is reported. This reaction provides a mild and robust method for modifying medicinally relevant heterocycles with an aldehyde handle. The use of an organic soluble oxidant, tetrabutylammonium persulfate, is critical in promoting the desired coupling.

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Org Lett Assunto da revista: BIOQUIMICA Ano de publicação: 2018 Tipo de documento: Article País de afiliação: Estados Unidos

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