Organocatalytic fluoromalonate addition to tetrahydroisoquinolines through a CDC process
Organocatalytic fluoromalonate addition to tetrahydroisoquinolines through a CDC process
Recently green chemistry has attracted much attention from organic chemists due the problems that our society faces in terms of waste generation and energy consumption. For this reason cross dehydrogenative couplings (CDC) have emerged as one of the most important strategies for C?C bond formation nowadays. In our research group, enticed by the use of organocatalytic cross dehydrogenative coupling reactions and in the synthesis of fluorinated compounds, we developed a new organocatalytic methodology based on the CDC activation of tetrahydroisoquinolines followed by addition of fluoromalonates. The reaction is simply catalyzed by organic dyes (Rose Bengal) using green LED as a light source and oxygen as stoichiometric oxidant and let us to obtain the final fluorinated compounds in good yields.
13-16
Shirley, Luke D.
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Ceban, Victor
2e53f2b7-42ff-4c26-96e9-ef75891af166
Meazza, Marta
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Rios, Ramon
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14 January 2016
Shirley, Luke D.
18fb5c30-94b6-40f7-8db4-1db1ea1b0126
Ceban, Victor
2e53f2b7-42ff-4c26-96e9-ef75891af166
Meazza, Marta
c4665645-8c77-4cfd-aa02-6bcc3341c1aa
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Shirley, Luke D., Ceban, Victor, Meazza, Marta and Rios, Ramon
(2016)
Organocatalytic fluoromalonate addition to tetrahydroisoquinolines through a CDC process.
ChemistrySelect, 1 (1), .
(doi:10.1002/slct.201500022).
Abstract
Recently green chemistry has attracted much attention from organic chemists due the problems that our society faces in terms of waste generation and energy consumption. For this reason cross dehydrogenative couplings (CDC) have emerged as one of the most important strategies for C?C bond formation nowadays. In our research group, enticed by the use of organocatalytic cross dehydrogenative coupling reactions and in the synthesis of fluorinated compounds, we developed a new organocatalytic methodology based on the CDC activation of tetrahydroisoquinolines followed by addition of fluoromalonates. The reaction is simply catalyzed by organic dyes (Rose Bengal) using green LED as a light source and oxygen as stoichiometric oxidant and let us to obtain the final fluorinated compounds in good yields.
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Accepted/In Press date: 4 January 2016
Published date: 14 January 2016
Organisations:
Organic Chemistry: Synthesis, Catalysis and Flow
Identifiers
Local EPrints ID: 396487
URI: http://eprints.soton.ac.uk/id/eprint/396487
PURE UUID: c6147ec3-0cac-479e-8799-691e87665d33
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Date deposited: 10 Jun 2016 07:59
Last modified: 15 Mar 2024 00:54
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Contributors
Author:
Luke D. Shirley
Author:
Victor Ceban
Author:
Marta Meazza
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