Synthesis of N‐Fused Indolines via Copper (II)‐Catalyzed Dearomatizing Cyclization of Indoles | Zendy

Zhang Jingyu | Zendy; Xia Wei | Zendy; Huda Saskia | Zendy; Ward Jas S. | Zendy; Rissanen Kari | Zendy; Albrecht Markus | Zendy

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Synthesis of N‐Fused Indolines via Copper (II)‐Catalyzed Dearomatizing Cyclization of Indoles

Author(s) -

Zhang Jingyu,

Xia Wei,

Huda Saskia,

Ward Jas S.,

Rissanen Kari,

Albrecht Markus

Publication year - 2021

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.202100290

Subject(s) - chemistry , amination , yield (engineering) , catalysis , copper , combinatorial chemistry , bond cleavage , cleavage (geology) , medicinal chemistry , organic chemistry , materials science , geotechnical engineering , engineering , metallurgy , fracture (geology)

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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