2013
DOI: 10.1016/j.tet.2013.07.056
|View full text |Cite
|
Sign up to set email alerts
|

Visible-light photo-catalytic C–C bond cleavages: preparations of N,N-dialkylformamides from 1,2-vicinal diamines

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
2
1

Citation Types

0
19
0

Year Published

2014
2014
2022
2022

Publication Types

Select...
6
1

Relationship

0
7

Authors

Journals

citations
Cited by 26 publications
(19 citation statements)
references
References 67 publications
0
19
0
Order By: Relevance
“…1,2-di(pyrrolidin-1 0 -yl)ethane was synthesized following a previously reported procedure. 31 Subsequently, a solution of 1,2-di(pyrrolidin-1 0 -yl)ethane (5.35 g, 31.8 mmol) and 1bromoethane (10.4 g, 95.3 mmol) in MeCN (20 mL) was refluxed for 24 h. After cooling to room temperature, the reaction mixture was concentrated. The residue was dissolved in MeOH (5 mL) and then diethyl ether was added with vigorous stirring.…”
Section: Methodsmentioning
confidence: 99%
“…1,2-di(pyrrolidin-1 0 -yl)ethane was synthesized following a previously reported procedure. 31 Subsequently, a solution of 1,2-di(pyrrolidin-1 0 -yl)ethane (5.35 g, 31.8 mmol) and 1bromoethane (10.4 g, 95.3 mmol) in MeCN (20 mL) was refluxed for 24 h. After cooling to room temperature, the reaction mixture was concentrated. The residue was dissolved in MeOH (5 mL) and then diethyl ether was added with vigorous stirring.…”
Section: Methodsmentioning
confidence: 99%
“…Synthesis of 1,2‐Dimorpholinoethane: According to the method of Wang et al, to morpholine (7.00 mL, 80.9 mmol) heated to reflux was added 1,2‐dibromoethane (1.72 mL, 20.0 mmol) dropwise. The reaction mixture was refluxed for 5.5 h before being cooled to room temperature, diluted with diethyl ether (30 mL) and the remaining solid filtered and washed with diethyl ether (30 mL).…”
Section: Methodsmentioning
confidence: 99%
“…The hy-drogen-abstraction step is thought to be the rate-determining-step. Peroxide radical 6 was formed by the auto-oxidation of radical 5 with O 2 , which led to the formation of product 4 and another peroxide radical (7). Compound 3 was generated from intermediate 7 through electron transfer and homolysis.…”
Section: Csp 3 àCsp 3 Bond Cleavagementioning
confidence: 99%
“…Wang and co-workers reported a remarkably simple and mild procedure for the preparation of N,N-dialkyl-substituted formamides from a range of structurally diverse 1,2-vicinal diamines (Scheme 2). [7] The starting materials in this transformation were all commercially available. The conditions were exceptionally mild and readily implementable and, as such, this method holds great ordinate to the 1,3-dicarbonyl group, thereby resulting in cleavage of the CÀC bond.…”
Section: Csp 3 àCsp 3 Bond Cleavagementioning
confidence: 99%
See 1 more Smart Citation