scholarly journals Radical Hydroxymethylation of Alkyl Iodides Using Formaldehyde as a C1 Synthon

2021 ◽  
Author(s):  
Lewis Caiger ◽  
Conar Sinton ◽  
Timothée Constantin ◽  
James J Douglas ◽  
Nadeem Sheikh ◽  
...  
Keyword(s):  

Radical hydroxymethylation using formaldehyde as a C1 synthon is challenging due to the reversible and endothermic nature of the addition process. Here we report a strategy that couples alkyl iodide...

1994 ◽  
Vol 72 (3) ◽  
pp. 865-869 ◽  
Author(s):  
S. Uma ◽  
Puspendu Kumar Das

The relative quantum yields, [Formula: see text] for the production of I*(2Pl/2) at 266, 280, and ∼305 nm are reported for a series of primary alkyl iodides using the technique of two-photon laser-induced fluorescence for the detection of I(2P3/2) and I*(2P1/2) atoms. Results are analyzed by invoking the impulsive energy disposal model, which summarizes the dynamics of dissociation as a single parameter. Comparison of our data with those calculated by a more sophisticated time-dependent quantum mechanical model is also made. Near the red edge of the alkyl iodide A band, absorption contribution from the 3Q1 state is important and the dynamics near the 3Q0−1Q1 curve-crossing region seem to be influenced by the kinematics of the dissociation process.


Synlett ◽  
2021 ◽  
Author(s):  
Xianqing Wu ◽  
Mohini Shrestha ◽  
Yifeng Chen

AbstractChiral-auxiliary-mediated synthesis represents the most frequently used synthetic tool for the induction of chirality on α-position of γ-lactams in organic synthesis. However, the general strategy requires the stoichiometric use of chiral reagents with multiple manipulation steps. Transition-metal-catalyzed asymmetric alkene dicarbofunctionalization using readily available substrates under mild conditions allows the simultaneous construction of two vicinal chemical bonds and a chiral carbon center, hence, gain expedient access to chiral heterocycles. Herein, we disclose a Ni-catalyzed enantioselective reaction of 3-butenyl carbamoyl chloride and primary alkyl iodide enabled by a newly designed chiral 8-quinoline imidazoline ligand (8-Quinim). This protocol features broad functional group tolerance and high enantioselectivities, achieving unprecedented synthesis of chiral nonaromatic heterocycles via catalytic reductive protocol.1 Introduction2 Development of 8-Quinim Ligand3 Nickel/8-Quinim-Catalyzed Enantioselective Synthesis of Chiral α-Alkylated γ-Lactam4 Conclusion and Outlook


2019 ◽  
Vol 58 (40) ◽  
pp. 14245-14249 ◽  
Author(s):  
Matteo Chierchia ◽  
Peilin Xu ◽  
Gabriel J. Lovinger ◽  
James P. Morken

1988 ◽  
Vol 18 (2) ◽  
pp. 119-124 ◽  
Author(s):  
Hsing-Jang Liu ◽  
Virginia Wiszniewski

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