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Synthesis of 3-Aryl-3-Sulfanyl Azetidines by Iron Catalyzed Thiol Alkylation with N-Cbz Azetidinols.

08:00 EDT 11th April 2019 | BioPortfolio

Summary of "Synthesis of 3-Aryl-3-Sulfanyl Azetidines by Iron Catalyzed Thiol Alkylation with N-Cbz Azetidinols."

New small ring derivatives can provide valuable motifs in new chemical space for drug design. 3-Aryl-3-sulfanyl azetidines are synthesized directly from azetidine-3-ols in excellent yield by a mild Fe-catalyzed thiol alkylation. A broad range of thiols and azetidinols bearing electron donating aromatics are successful, proceeding via an azetidine carbocation. The N-Cbz group is a requirement for good reactivity, and enables the NH-azetidine to be revealed. Further reactions of the azetidine sulfides demonstrate their potential for incorporation in drug discovery programs.

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This article was published in the following journal.

Name: The Journal of organic chemistry
ISSN: 1520-6904
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Medical and Biotech [MESH] Definitions

Iron or iron compounds used in foods or as food. Dietary iron is important in oxygen transport and the synthesis of the iron-porphyrin proteins hemoglobin, myoglobin, cytochromes, and cytochrome oxidase. Insufficient amounts of dietary iron can lead to iron-deficiency anemia.

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Anemia characterized by decreased or absent iron stores, low serum iron concentration, low transferrin saturation, and low hemoglobin concentration or hematocrit value. The erythrocytes are hypochromic and microcytic and the iron binding capacity is increased.

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