Silver-catalyzed cascade cyclization for the synthesis of 4-aminotetrahydrocarbazole

A silver-catalyzed cascade cyclization strategy has been developed for the synthesis of 4-aminotetrahydrocarbazole, a common core structure found in various alkaloids. This target molecule can be synthesized through a one-step tandem cyclization reaction, thereby eliminating the need for a prior synthesis of tetrahydrocarbazole. Furthermore, the use of chiral tert-butylsulfinamide facilitates in situ chiral resolution of the resulting product. A straightforward method for accessing substituted carbazoles via a silver-catalyzed cascade cyclization reaction was developed. This practical method can be used for the rapid synthesis of valuable alkaloids containing 4-aminotetrahydrocarbazole.