期刊
CHEMICAL COMMUNICATIONS
卷 53, 期 28, 页码 4002-4005出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6cc10227a
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资金
- National Natural Science Foundation of China (NSFC) [21572047]
- Program for Innovative Research Team in Science and Technology in Universities of Henan Province [15IRTSTHN 003]
- Program for Science and Technology Innovation Talents in Universities of Henan Province [15HASTIT005]
A novel and efficient synthesis of tetrahydropyridine (THP)-, dihydropyrrole (DHP)-, or tetrahydroazepine (THA)-3-carboxylates via cascade reactions of inactivated cyclic amines with CO and alcohols is presented. To our knowledge, this should be the first example in which functionalized N-heterocycles were prepared directly from Pd-catalyzed C(sp(3))-H dehydrogenation and C(sp(2))-H carbonylation of saturated cyclic amines. Moreover, the DHP-3-carboxylates thus obtained could readily undergo an oxidative aromatization to give pyrrole-3-carboxylates by using O-2 as a green oxidant. Notable features of the methods developed herein include simple substrates, high efficiency and excellent atom-economy, mild reaction conditions, and broad substrate scope.
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