Dual-Catalyst Acceleration of Tandem Disulfide Cleavage and Baylis–Hillman Synthesis of 2 H-1-Benzothiopyran Derivatives
- Nyoni, Dubekile, Lobb, Kevin A, Kaye, Perry T
- Authors: Nyoni, Dubekile , Lobb, Kevin A , Kaye, Perry T
- Date: 2013
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/448898 , vital:74769 , xlink:href="https://doi.org/10.1080/00397911.2012.673449"
- Description: While both 1,8-diazabicyclo[5.4.0]undec-7-ene and triphenylphosphine catalyze tandem Baylis–Hillman reaction/disulfide cleavage of 2,2′-dithiodibenzaldehyde independently, when used together as a dual-catalyst system, the overall yields of the cyclized 2H-1-benzothiopyrans are consistently greater and the reaction time decreases dramatically.
- Full Text:
- Date Issued: 2013
- Authors: Nyoni, Dubekile , Lobb, Kevin A , Kaye, Perry T
- Date: 2013
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/448898 , vital:74769 , xlink:href="https://doi.org/10.1080/00397911.2012.673449"
- Description: While both 1,8-diazabicyclo[5.4.0]undec-7-ene and triphenylphosphine catalyze tandem Baylis–Hillman reaction/disulfide cleavage of 2,2′-dithiodibenzaldehyde independently, when used together as a dual-catalyst system, the overall yields of the cyclized 2H-1-benzothiopyrans are consistently greater and the reaction time decreases dramatically.
- Full Text:
- Date Issued: 2013
DBU-Mediated cleavage of aryl-and heteroaryl disulfides
- Nyoni, Dubekile, Lobb, Kevin A, Kaye, Perry T, Cairab, Mino R
- Authors: Nyoni, Dubekile , Lobb, Kevin A , Kaye, Perry T , Cairab, Mino R
- Date: 2012
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/448884 , vital:74768
- Description: The capacity of the nitrogen nucleophile, 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to reduce aryl- and heteroaryl disulfides to the corresponding mercaptans is demonstrated. While dicarboxylated disulfide analogues afford the mono-DBU disulfide salts, as confirmed by X-ray crystallography, the corresponding methyl esters are cleaved normally.
- Full Text:
- Date Issued: 2012
- Authors: Nyoni, Dubekile , Lobb, Kevin A , Kaye, Perry T , Cairab, Mino R
- Date: 2012
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/448884 , vital:74768
- Description: The capacity of the nitrogen nucleophile, 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to reduce aryl- and heteroaryl disulfides to the corresponding mercaptans is demonstrated. While dicarboxylated disulfide analogues afford the mono-DBU disulfide salts, as confirmed by X-ray crystallography, the corresponding methyl esters are cleaved normally.
- Full Text:
- Date Issued: 2012
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