Midya Siba P, Sahoo Manoj K, Landge Vinod G, Rajamohanan P R, Balaraman Ekambaram
Catalysis Division, CSIR-National Chemical Laboratory (CSIR-NCL), Dr Homi Bhabha Road, Pune 411008, India.
Academy of Scientific and Innovative Research (AcSIR), New Delhi 110 025, India.
Nat Commun. 2015 Oct 21;6:8591. doi: 10.1038/ncomms9591.
Development of multicatalytic approach consisting of two or more mechanistically distinct catalytic steps using a single-site catalyst for rapid and straightforward access of structurally complex molecules under eco-benign conditions has significance in contemporary science. We have developed herein a rhodium-catalysed C-H activation strategy which uses an unprotected anilines and an electron-deficient alkynes to C-C bonded products as a potential intermediate in contrast to the archetypical C-N bonded products with high levels of regioselectivity. This is followed by carbonylation of C-H bond activated intermediate and subsequent annulation into quinolines has been described. This rhodium-catalysed auto-tandem reaction operates under mild, environmentally benign conditions using water as the solvent and CO surrogates as the carbonyl source with the concomitant generation of hydrogen gas. The strategy may facilitate the development of new synthetic protocols for the efficient and sustainable production of chemicals in an atom-economic way from simple, abundant starting materials.
开发一种多催化方法，该方法由两个或更多个机理不同的催化步骤组成，使用单中心催化剂在环境友好的条件下快速直接地获得结构复杂的分子，这在当代科学中具有重要意义。我们在此开发了一种铑催化的C-H活化策略，该策略使用未保护的苯胺和缺电子炔烃生成C-C键合产物作为潜在中间体，这与具有高区域选择性的典型C-N键合产物形成对比。随后描述了C-H键活化中间体的羰基化反应以及随后环化生成喹啉的过程。这种铑催化的自动串联反应在温和、环境友好的条件下进行，使用水作为溶剂，CO替代物作为羰基源，同时产生氢气。该策略可能有助于开发新的合成方法，以原子经济的方式从简单、丰富的起始原料高效且可持续地生产化学品。
