Copper-Catalyzed Conjugate Additions to Isocyanoalkenes

Copper-Catalyzed Conjugate Additions to Isocyanoalkenes
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DOI:
10.1021/acs.joc.1c02516
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发表时间:
2021-12-21
影响因子:
3.6
通讯作者:
Fleming, Fraser F.
Fleming, Fraser F.
中科院分区:
化学2区
文献类型:
--
作者:
Marrazzo, John-Paul R.;Chao, Allen;Fleming, Fraser F.

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一个碘化铜- pyox络合物催化了不同的硫、氮和碳亲核试剂对异氰烯烃的第一次共轭加成。阴离子加成生成具有SNi位移能力的金属化异氰烷烃,为一系列功能化的环异氰烷烃提供了快速途径。Cu(I)I- pyox配合物有效地催化了一类一流的共轭加成,提供了一系列复杂的、功能化的异氰酸烷,这些异氰酸烷很难合成,同时为维持异氰酸基的催化反应奠定了基础。
A copper iodide-Pyox complex catalyzes the first conjugate addition of diverse sulfur, nitrogen, and carbon nucleophiles to isocyanoalkenes. The anionic addition generates metalated isocyanoalkanes capable of SNi displacements, providing a rapid route to a series of functionalized, cyclic isocyanoalkanes. The Cu(I)I-Pyox complex efficiently catalyzes a first-in-class conjugate addition affording a range of complex, functionalized isocyanoalkanes that are otherwise challenging to synthesize while laying a foundation for catalytic reactions that maintain the isocyanide group.