Journal
TETRAHEDRON
Volume 72, Issue 19, Pages 2521-2526Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2016.03.087
Keywords
Organic synthesis; Photocatalyst; Cross coupling
Categories
Funding
- Department of Science & Technology (DST), India through INSPIRE Faculty Fellowship [IFA12-CH-62]
- CSIR
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Visible-light (Blue LED lamp: hv=425 +/- 15 nm) photocatalyzed cross-coupling reactions of arylsulfonyl chloride with N-methylpyrrole, furan, thiophene and their derivatives have been achieved in moderate to good yields at room temperature. A plausible mechanism has been proposed for the reaction. The arylation takes place at the C-H bond (C-2-H or C-5-H) next to the heteroatom with a high regioselective manner! Moreover, arylsulfonyl chlorides utilized in this study are inexpensive, environmentally benign and relatively more stable towards temperature, moisture and air as compared to diazonium salts normally used as coupling partners in the previously reported methods for the synthesis of heterobiaryls through visible-light photocatalyzed conditions. (C) 2016 Elsevier Ltd. All rights reserved.
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