Issue 46, 2016

Expedited access to thieno[3,2-c]quinolin-4(5H)-ones and benzo[h]-1,6-naphthyridin-5(6H)-ones via a continuous flow photocyclization method

Abstract

A single-step continuous flow method has been developed that gives expedited access to complex heterocycles via an intramolecular photochemical cyclization. Herein we report the first examples of the photochemically-induced generation of thieno[3,2-c]quinolin-4(5H)-ones, 16 examples, and benzo[h]-1,6-naphthyridin-5(6H)-ones, 6 examples. Overall, the continuous flow method provides access to complex heterocycles in two steps from commercially available starting materials in good yields and with greater atom efficiency than traditional batch reactions.

Graphical abstract: Expedited access to thieno[3,2-c]quinolin-4(5H)-ones and benzo[h]-1,6-naphthyridin-5(6H)-ones via a continuous flow photocyclization method

Supplementary files

Article information

Article type
Communication
Submitted
18 Oct 2016
Accepted
03 Nov 2016
First published
03 Nov 2016

Org. Biomol. Chem., 2016,14, 10799-10803

Expedited access to thieno[3,2-c]quinolin-4(5H)-ones and benzo[h]-1,6-naphthyridin-5(6H)-ones via a continuous flow photocyclization method

Y. Fang and G. K. Tranmer, Org. Biomol. Chem., 2016, 14, 10799 DOI: 10.1039/C6OB02279K

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