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Aryl-aryl cross-coupling reactions without reagents or catalysts: photocyclization of ortho-Iodoaryl ethers and related compounds via triplet aryl cation intermediates

Aryl-aryl cross-coupling reactions without reagents or catalysts: photocyclization of ortho-Iodoaryl ethers and related compounds via triplet aryl cation intermediates
Aryl-aryl cross-coupling reactions without reagents or catalysts: photocyclization of ortho-Iodoaryl ethers and related compounds via triplet aryl cation intermediates
Cyclisations of benzyl ortho-iodoaryl ethers to benzo[c]chromenes can be effected without reagents or catalysts by irradiation with UVC under flow. Reactions proceed via triplet aryl cation generation, 5-exo and 3-exo-cyclisations, and rear omatisation. They have wide scope, are easy to effect and extend to a myriad of related ring systems
1359-7345
10797-10800
Harrowven, David C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Sun, Wei
bca29e03-90fc-4684-875e-61d35f1b5cba
Brown, Richard C.D.
21ce697a-7c3a-480e-919f-429a3d8550f5
Wilding-Steele, Luke
0804b48c-3973-4939-93f9-ec94029301b1
Harrowven, David C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Sun, Wei
bca29e03-90fc-4684-875e-61d35f1b5cba
Brown, Richard C.D.
21ce697a-7c3a-480e-919f-429a3d8550f5
Wilding-Steele, Luke
0804b48c-3973-4939-93f9-ec94029301b1

Harrowven, David C., Sun, Wei, Brown, Richard C.D. and Wilding-Steele, Luke (2023) Aryl-aryl cross-coupling reactions without reagents or catalysts: photocyclization of ortho-Iodoaryl ethers and related compounds via triplet aryl cation intermediates. ChemComm, 59 (72), 10797-10800. (doi:10.1039/D3CC03271J).

Record type: Article

Abstract

Cyclisations of benzyl ortho-iodoaryl ethers to benzo[c]chromenes can be effected without reagents or catalysts by irradiation with UVC under flow. Reactions proceed via triplet aryl cation generation, 5-exo and 3-exo-cyclisations, and rear omatisation. They have wide scope, are easy to effect and extend to a myriad of related ring systems

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Accepted/In Press date: 11 August 2023
e-pub ahead of print date: 14 August 2023
Published date: 7 September 2023
Additional Information: Publisher Copyright: © 2023 The Royal Society of Chemistry.

Identifiers

Local EPrints ID: 481211
URI: http://eprints.soton.ac.uk/id/eprint/481211
ISSN: 1359-7345
PURE UUID: 5867291a-9863-4714-9afd-c7d8c6ee0362
ORCID for David C. Harrowven: ORCID iD orcid.org/0000-0001-6730-3573
ORCID for Richard C.D. Brown: ORCID iD orcid.org/0000-0003-0156-7087

Catalogue record

Date deposited: 18 Aug 2023 16:46
Last modified: 18 Mar 2024 02:43

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Contributors

Author: Wei Sun
Author: Luke Wilding-Steele

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