Synthesis of N‐Fused Indolines via Copper (II)‐Catalyzed Dearomatizing Cyclization of Indoles
Zhang, J., Xia, W., Huda, S., Ward, J. S., Rissanen, K., & Albrecht, M. (2021). Synthesis of N‐Fused Indolines via Copper (II)‐Catalyzed Dearomatizing Cyclization of Indoles. Advanced Synthesis and Catalysis, 363(12), 3121-3126. https://doi.org/10.1002/adsc.202100290
Published inAdvanced Synthesis and Catalysis
© 2021 The Authors. Advanced Synthesis & Catalysis published by Wiley-VCH GmbH.
Herein, a copper(II)-catalyzed dearomative cyclization amination of N-(2-aminobenzoyl) indoles is presented. Under mild reaction conditions, the cyclization proceeds to afford tetracyclic indolines by forming a new C−N bond in good yields. The tetracyclic 5a,6-dihydroindolo[2,1-b]quinazolin-12(5H)-ones are obtained in good to excellent yields (up to 99% yield) by using trifluoromethanesulfonic acid (TfOH) mediated N−Ts bond cleavage. The obtained compounds could be easily functionalized by simple synthetic methods.
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Additional information about fundingJingyu Zhang gratefully acknowledges support by the Chinese Scholarship Council (CSC), Jas S. Ward the Finnish Cultural Foundation Central Fund (grant number 00201148) and Kari Rissanen the Alexander von Humboldt Foundation. (AvH research award) Open access funding enabled and organized by Projekt DEAL.
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