Transition Metal‐Free, Free‐Radical Sulfenylation of the α‐C(
<i>sp</i>
<sup>3</sup>
)−H Bond in Arylacetamides and Its Application Toward 2‐Thiomethyl Benzoxazoles Synthesis
作者:Shanghui Tian、Chaoli Wang、Jianhui Xia、Jie‐Ping Wan、Yunyun Liu
DOI:10.1002/adsc.202100816
日期:2021.10.5
This paper reports the transition metal-free C(sp3)−H sulfenylation of arylacetamides by using thiophenols as the sulfenyl reagents. The reactions take place in the presence of only K3PO4. Control experiments indicate that the reactions proceed via a featured sulfur-centred free radical intermediate. In addition, the synthesis of 2-thiomethyl benzoxazoles has been realized via the p-toluenesulfonic
本文报道了使用苯硫酚作为亚苯基试剂对芳基乙酰胺进行无过渡金属的 C( sp 3 )-H 亚苯基化反应。反应仅在 K 3 PO 4存在下发生。对照实验表明反应通过以硫为中心的自由基中间体进行。此外,2-硫甲基苯并恶唑的合成是通过对甲苯磺酸(p- TSA)促进的苯磺酰化产物的环化实现的。
Direct Synthesis of Amides from Carboxylic Acids and Amines Using B(OCH<sub>2</sub>CF<sub>3</sub>)<sub>3</sub>
作者:Rachel M. Lanigan、Pavel Starkov、Tom D. Sheppard
DOI:10.1021/jo400509n
日期:2013.5.3
range of amines. In most cases, the amide products can be purified by a simple filtration procedure using commercially available resins, with no need for aqueous workup or chromatography. The amidation of N-protected amino acids with both primary and secondary amines proceeds effectively, with very low levels of racemization. B(OCH2CF3)3 can also be used for the formylation of a range of amines in good
Synthesis of ortho-arylated/benzylated arylacetamide derivatives: Pd(OAc)2-catalyzed bidentate ligand-aided arylation and benzylation of the γ-CH bond of arylacetamides
作者:Narendra Bisht、Srinivasarao Arulananda Babu
DOI:10.1016/j.tet.2016.08.026
日期:2016.9
of the arylacetamide systems. The arylation and benzylation of arylacetamides were successful; however, the alkylation and acetoxylation/hydroxylation of arylacetamides were not successful. Various ligands were screened to substantiate the need for the bidentateligand in the arylation/benzylation of arylacetamides, and 8-aminoquinoline was found to be the best bidentateligand. Several substituted