N-heterocyclic carbene-catalyzed domino ring-opening/redox amidation/cyclization reactions of formylcyclopropane 1,1-diesters: direct construction of a 6-5-6 tricyclic hydropyrido[1,2-a]indole skeleton.
Catalyzed by N-heterocyclic carbenes (NHCs), domino ring-opening/redox amidation/cyclization reactions of the readily available formylcyclopropane 1,1-diesters with 2-chloro-1H-indole-3-carboaldehydes were reported. This methodology provides an efficient and direct construction of a 6-5-6 tricyclic hydropyrido[1,2-a]indole skeleton, which can be potentially applied for the synthesis of several types of polycyclic indole alkaloids.
Du
Ding
D
State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin, 30071, People's Republic of China.
Li
Linxia
L
Wang
Zhongwen
Z
D000577:Amides / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D003521:Cyclopropanes / Q000737:chemistry; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis*; D007211:Indoles / Q000138:chemical synthesis; D008697:Methane / Q000031:analogs & derivatives; D010084:Oxidation-Reduction
D000577:Amides; D003521:Cyclopropanes; D006575:Heterocyclic Compounds, 3-Ring; D007211:Indoles; C030011:carbene; C030797:cyclopropane; D008697:Methane