通过钯催化的连续烯丙基烷基化/反-Dieckmann 断裂策略合成α-取代丙烯腈。
Sequential Palladium-Catalyzed Allylic Alkylation/retro-Dieckmann Fragmentation Strategy for the Synthesis of α-Substituted Acrylonitriles.
机构信息
Queen Mary University of London , School of Biological and Chemical Sciences , Mile End Road , London E1 4NS , U.K.
Almac Sciences , Department of Biocatalysis and Isotope Chemistry , Almac House, 20 Seagoe Industrial Estate , Craigavon BT63 5QD , Northern Ireland , U.K.
出版信息
Org Lett. 2019 Dec 6;21(23):9348-9352. doi: 10.1021/acs.orglett.9b03522. Epub 2019 Nov 11.
A straightforward synthesis of α-substituted acrylonitriles is described using 4-cyano-3-oxotetrahydro-thiophene (c-THT) as an acrylonitrile surrogate. This unprecedented two-step sequence featuring a palladium-catalyzed allylic alkylation (Pd-AA) and a retro-Dieckmann fragmentation provides a general entry into diversely substituted 1,4-dienes.
本文描述了一种使用 4-氰基-3-氧代四氢噻吩（c-THT）作为丙烯腈替代物的α-取代丙烯腈的直接合成方法。该方法具有前所未有的两步序列，包括钯催化的烯丙基烷基化（Pd-AA）和反-Dieckmann 碎裂，为各种取代的 1,4-二烯提供了一般的合成途径。
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