622-25-3Relevant articles and documents
Modulation of carbenic reactivity by α-complexation to aromatics [10]
Moss,Yan,Krogh-Jespersen
, p. 1088 - 1089 (1998)
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Generation and study of benzylchlorocarbene from a phenanthrene precursor
Nigam, Manisha,Platz, Matthew S.,Showalter, Brett M.,Toscano, John P.,Johnson, Richard,Abbot, Sarah C.,Kirchhoff, Mary M.
, p. 8055 - 8059 (1998)
The curved plots of (carbene adduct)/(carbene-rearrangement product) versus carbene trapping agent, tetramethylene [TME], reported with benzylchlorodiazirine 1 have been reproduced. However, with the use of a non- nitrogenous precursor, plots of this type are approximately linear over the range of [TME] employed. Thus, any complex formed between benzylchlorocarbene and TME must collapse to form cyclopropane faster then it can fragment with rearrangement to β-chlorostyrene and TME. Diazirine 1 does photoisomerize to diazo compound 7, but this process is inefficient (φ = 0.075) and is not likely to be responsible for the curvature in plots of adduct/styrene versus [TME] observed with the diazirine precursor. Thus, the second, noncarbene, pathway to β-chlorostyrene is neither a carbene-olefin complex nor a diazo intermediate. It is proposed that the second pathway involves a rearrangement in the excited state of the diazirine, although other explanations cannot be discarded.
A Chlorinating Reagent Yields Vinyl Chlorides with High Regioselectivity under Heterogeneous Gold Catalysis
Liang, Shengzong,Ebule, Rene,Hammond, Gerald B.,Xu, Bo
supporting information, p. 4524 - 4527 (2017/09/11)
A novel chlorinating reagent with a high concentration of HCl has enabled the highly regioselective hydrochlorination of unactivated alkynes using a commercial nanogold catalyst. No overchlorination or hydration products were formed, and various functional groups were tolerated. This hydrochlorination method could be conducted under open air.
Pd(OAc)2/S=PPh3 accelerated activation of gem-dichloroalkenes for the construction of 3-arylchromones
Liu, Jianming,Song, Weiwei,Yue, Yuanyuan,Liu, Ren,Yi, Hong,Zhuo, Kelei,Lei, Aiwen
supporting information, p. 17576 - 17579 (2015/12/08)
The Pd-catalyzed regioselective intramolecular nucleophilic substitution of gem-dichloroalkene derivatives with salicylaldehydes leading to the synthesis of 3-arylchromones has been developed. Pd(OAc)2/S=PPh3 could activate gem-dichloroalkenes and undergo nucleophilic substitution by salicylaldehydes with the aid of a base.
