1176941-99-3Relevant academic research and scientific papers
Exploration of the interrupted Fischer indolization reaction
Schammel, Alex W.,Boal, Ben W.,Zu, Liansuo,Mesganaw, Tehetena,Garg, Neil K.
supporting information; experimental part, p. 4687 - 4695 (2010/08/06)
A convergent method to access the fused indoline ring system present in a multitude of bioactive molecules has been developed. The strategy involves the condensation of hydrazines with latent aldehydes to ultimately deliver indoline-containing products by way of an interrupted Fischer indolization sequence. The method is convergent, mild, operationally simple, broad in scope, and can be used to access enantioenriched products. In addition, our approach is amenable to the synthesis of furoindoline and pyrrolidinoindoline natural products as demonstrated by the concise formal total syntheses of physovenine and debromoflustramine B. The strategy will likely enable the synthesis of more complex targets such as the communesin alkaloids.
An interrupted fischer indolization approach toward fused indoline-containing natural products
Boal, Ben W.,Schammel, Alex W.,Garg, Neil K.
supporting information; experimental part, p. 3458 - 3461 (2009/12/07)
An efficient method to access the fused indoline ring system present in a multitude of bioactive molecules has been developed. The strategy involves the condensation of hydrazines with latent aldehydes to ultimately deliver indoline-containing products by way of an interrupted Fischer indolization sequence. Our studies show that the approach will likely be amenable to the synthesis of complex targets, such as the communesin natural products.
