Coinage (Au, Ag, Cu) metal-catalyzed (3 + 2) annulation of α-aminoketones and electron-deficient alkynes provides a modular one-step route to a variety of 3-EWG-substituted pyrroles. Apart from gold(I) complexes, which “open any door” and catalyze the annulation regardless of the identity of the alkyne EWGs [–SO₂R, –CO₂R, –PO(OR)₂], the other cheaper coinage metal (first of all Cu, but also Ag) species function as alternative catalysts for the selective activation of alkynylsulfones and their conversion to 3-sulfonylpyrroles. The developed catalytic annulation operates under relatively mild conditions (5 mol% of a coinage metal catalyst, DCE, 80 °C) and provides a high functional group tolerance (36 examples; yields up to 99%). The synthetic utility of the obtained products was illustrated by practical post-modification of either the pyrrole backbone, or the peripheral substituents.

中文翻译：

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造币（Au、Ag、Cu）金属催化的 α-氨基酮和缺电子炔烃的 (3 + 2) 环化作为生成 3-EWG 取代吡咯的途径


造币（Au、Ag、Cu）金属催化的 α-氨基酮和缺电子炔烃的 (3 + 2) 环化提供了一种模块化的一步路线来合成各种 3-EWG 取代的吡咯。除了金 ( I ) 络合物“打开任何门”并催化成环，无论炔 EWG 的身份如何 [–SO ₂ R, –CO ₂ R, –PO(OR) ₂ ]，其他更便宜的造币金属（首先是铜，还有银）物质可作为选择性活化炔基砜并将其转化为 3-磺酰基吡咯的替代催化剂。所开发的催化环化在相对温和的条件下运行（5 mol% 的造币金属催化剂，DCE，80 °C），并提供高官能团耐受性（36 个示例；产率高达 99%）。通过吡咯主链或外围取代基的实际后修饰说明了所得产物的合成效用。