Quality Control of 1,4-Dioxa-8-azaspiro[4.5]decane. In 2019 ADV SYNTH CATAL published article about CATALYZED HYDROAMINATION; INTERNAL ALKYNES; H BONDS; CARBOAMINATION; ALKENES; GENERATION; ACID; HETEROCYCLES; CYCLIZATION; INSERTION in [Cui, Jian-Fang; Tang, Rishi; Yang, Bin; Lai, Nathanael Chun-Him; Jiang, Jia-Jun; Deng, Jie-Ren; Wong, Man-Kin] Hong Kong Polytech Univ, State Key Lab Chem Biol & Drug Discovery, Dept Appl Biol & Chem Technol, Hong Kong, Peoples R China; [Cui, Jian-Fang] Southern Univ Sci & Technol, Dept Chem, Shenzhen, Peoples R China in 2019, Cited 62. The Name is 1,4-Dioxa-8-azaspiro[4.5]decane. Through research, I have a further understanding and discovery of 177-11-7.
This work first discloses a new strategy for amine activation to give reactive amine anion by in situ generated iminium cation-amine anion pair through decomposition of sterically hindered aminals. Utilizing this strategy, a highly regio- and chemoselective cyclocarboamination of ortho-formyl phenylacetylenes with secondary amines has been realized under metal-free mild reaction conditions. The cyclocarboamination with notably tunable product profiles depends on the separation and purification procedure, a diverse range of 1, 3-diamino-1H-indenes (essentially reactive enamines) and 3-amino-1-indanones were obtained, respectively. Moreover, using iodine as an electrophile to couple with various ortho-formyl phenylacetylenes and secondary amines, a series of 3-amino-2-iodo-1-indanones were efficiently achieved with four bonds (C=O, C-C, C-N and C-I) formation in an one-pot three-component reaction. These results demonstrated an unprecedented methodology for the construction of highly functionalized 1H-indene and 1-indanone compounds.
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Reference：
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Piperidine | C5H7510N – PubChem