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首页> 外文期刊>Catalysis science & technology >Direct synthesis of ring-fused quinolines and pyridines catalyzed by NNHY-ligated manganese complexes (Y = NR2 or SR)
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Direct synthesis of ring-fused quinolines and pyridines catalyzed by NNHY-ligated manganese complexes (Y = NR2 or SR)

机译：环融合的直接合成喹啉类药物吡啶催化NNHY-ligated锰配合物(Y = NR2或SR)

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摘要

Four cationic manganese(i) complexes, [(fac-NNHN)Mn(CO)(3)]Br (Mn-1-Mn-3) and [(fac-NNHS)Mn(CO)(3)]Br (Mn-4) (where NNH is a 5,6,7,8-tetrahydro-8-quinolinamine moiety), have been synthesized and evaluated as catalysts for the direct synthesis of quinolines and pyridines by the reaction of a gamma-amino alcohol with a ketone or secondary alcohol; NNHS-ligated Mn-4 proved the most effective of the four catalysts. The reactions proceeded well in the presence of catalyst loadings in the range 0.5-5.0 mol% and tolerated diverse functional groups such as alkyl, cycloalkyl, alkoxy, chloride and hetero-aryl. A mechanism involving acceptorless dehydrogenation coupling (ADC) has been proposed on the basis of DFT calculations and experimental evidence. Significantly, this manganese-based catalytic protocol provides a promising green and environmentally friendly route to a wide range of synthetically important substituted monocyclic, bicyclic as well as tricyclic N-heterocycles (including 50 quinoline and 26 pyridine examples) with isolated yields of up to 93%.
机译：四个阳离子(i)锰配合物,[(fac-NNHN) Mn(有限公司)(3)]Br (Mn-1-Mn-3)和[(fac-NNHS) Mn(有限公司)(3)]Br (Mn-4) (NNH在哪里5、6、7,8-tetrahydro-8-quinolinamine一半)催化剂的合成和评价的直接合成喹啉类药物和吡啶gamma-amino酒精的反应酮或二级醇;被证明是最有效的四个催化剂。反应进行的存在催化剂在范围0.5 - -5.0摩尔%和载荷容忍不同的官能团,如cycloalkyl烷基,烷氧基、氯和hetero-aryl。脱氢耦合(ADC)已经被提出基于DFT的计算和实验证据。催化协议提供了一个有前途的绿色和广泛的环保路线综合重要的单环代替,二环和三环N-heterocycles(包括50喹啉和26吡啶的例子)与孤立的收益率高达93%。

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