Flow Thermolysis Rearrangements in the Indole Alkaloid Series: 1,2-Dehydroaspidospermidine

Article abstract of DOI:10.1021/jo00015a013

Flow thermolysis of 1,2-dehydroaspidospermidine (1) at various temperatures allowed isolation of all four predictable rearrangement products, namely indolenines 2 and 3 and indoles 4 and 5.The structures of the rearranged products were confirmed by chemical and spectroscopic means, particularly HMBC and HMQC NMR techniques.