High pressure-assisted low-loading asymmetric organocatalytic conjugate addition of nitroalkanes to chalcones‡

文献情報

出版日 2018-05-22

DOI 10.1039/C8OB00561C

インパクトファクター 3.876

著者

Agnieszka Cholewiak, Kamil Adamczyk, Michał Kopyt, Adrian Kasztelan, Piotr Kwiatkowski

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要旨

The application of high pressure (up to 9 kbar) allows for relatively fast (1–5 h) and highly enantioselective 1,4-addition of nitromethane and 2-nitropropane to chalcones at room temperature with substantial reduction of catalyst loading (0.2–1 mol% of cinchona alkaloid-based thioureas and squaramides). Various γ-nitroketones were obtained at 9 kbar with high yield and enantioselectivity (up to 98%), whereas in control experiments at atmospheric pressure usually only a small amount (<10%) of products were formed after 20 h.

掲載誌

Organic & Biomolecular Chemistry

CiteScore: 3.4

自己引用率: 10.3%

年間論文数: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

High pressure-assisted low-loading asymmetric organocatalytic conjugate addition of nitroalkanes to chalcones‡

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