Iridium(III) Photocatalysis: A Visible‐Light‐Induced Dearomatizative Tandem [4+2] Cyclization to Furnish Benzindolizidines | Zendy

Mühmel Sandra | Zendy; Alpers Dirk | Zendy; Hoffmann Frank | Zendy; Brasholz Malte | Zendy

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Iridium(III) Photocatalysis: A Visible‐Light‐Induced Dearomatizative Tandem [4+2] Cyclization to Furnish Benzindolizidines

Author(s) -

Mühmel Sandra,

Alpers Dirk,

Hoffmann Frank,

Brasholz Malte

Publication year - 2015

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201502572

Subject(s) - photocatalysis , tandem , annulation , visible spectrum , photochemistry , iridium , chemistry , yield (engineering) , intermolecular force , hydrogen atom , irradiation , catalysis , materials science , organic chemistry , molecule , optoelectronics , group (periodic table) , physics , nuclear physics , metallurgy , composite material

A photocatalytic dearomatizative tandem [4+2] cyclization between N ‐(2‐iodoethyl)indoles and a variety of alkenes leads to tri‐ and tetracyclic benzindolizidines with high diastereoselectivity and yield. The intermolecular annulation reaction is performed under visible‐light irradiation and employs [Ir(ppy) 3 ] or [Ir(dtbbpy)(ppy) 2 ] PF 6 as photocatalysts, in combination with tertiary amines as electron and hydrogen atom donors.

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