α‑C–H Functionalization of π‑Bonds Using Iron Complexes: Catalytic Hydroxyalkylation of Alkynes and Alkenes

The discovery of catalytic systems based on earth-abundant
transition
metals for the functionalization of C–H bonds enables streamlined
and sustainable solutions to problems in synthetic organic chemistry.
In this Communication, we disclose an iron-based catalytic system
for the functionalization of propargylic and allylic C–H bonds.
Inexpensive and readily available cyclopenta­dienyliron­(II) dicarbonyl
complexes were employed as catalysts for a novel deprotonative
activation mode for C–H functionalization, an approach that
allows for the direct union of unsaturated building blocks with aryl
aldehydes and other carbonyl electrophiles to deliver a range of unsaturated
alcohol coupling products under operationally simple and functional
group tolerant reaction conditions.

基于地壳储量丰富的过渡金属构建的C–H键（C–H bond）官能化催化体系的发现，为合成有机化学领域的诸多难题提供了简洁高效且可持续的解决方案。本研究通讯报道了一种用于炔丙基与烯丙基C–H键官能化的铁基催化体系。我们采用廉价易得的环戊二烯基二羰基铁(II)（cyclopentadienyliron(II) dicarbonyl）配合物作为催化剂，用于一种全新的C–H键官能化去质子活化模式。该策略可在操作简便、官能团兼容性优异的反应条件下，实现不饱和砌块与芳基醛及其他羰基亲电试剂的直接偶联，进而得到一系列不饱和醇类偶联产物。