601525-26-2Relevant academic research and scientific papers
A One-Pot Iodo-Cyclization/Transition Metal-Catalyzed Cross-Coupling Sequence: Synthesis of Substituted Oxazolidin-2-ones from N-Boc-allylamines
Chaumont-Olive, Pauline,Cossy, Janine
, (2020)
A one-pot iodo-cyclization/transition metal-catalyzed cross-coupling sequence is reported to access various C5-functionalized oxazolidin-2-ones from unsaturated N-Boc-allylamines. Depending on the Grignard reagents used for the cross-coupling, e.g., aryl- or cyclopropylmagnesium bromide, a cobalt or copper catalyst has to be used to obtain the functionalized oxazolidin-2-ones in good yields.
Synthesis of N?H Bearing Imidazolidinones and Dihydroimidazolones Using Aza-Heck Cyclizations
Xu, Feiyang,Shuler, Scott A.,Watson, Donald A.
supporting information, p. 12081 - 12085 (2018/09/11)
The synthesis of unsaturated, unprotected imidazolidinones via an aza-Heck reaction is described. This palladium-catalyzed process allows for the cyclization of N-phenoxy ureas onto pendant alkenes. The reaction has broad functional group tolerance, can b
Complex polycyclic lactams from pericyclic cascade reactions of Zincke aldehydes
Steinhardt, Sarah E.,Vanderwal, Christopher D.
supporting information; experimental part, p. 7546 - 7547 (2009/10/17)
(Chemical Equation Presented) In the course of a simple mechanistic study on the rearrangement of Zincke aldehydes to Z-α,β,γ,δ- unsaturated amides, a thermally induced pericyclic cascade rearrangement that converts Zincke aldehydes derived from allylic and homoallylic amines into polycyclic lactams was discovered. The key reaction involves an E-Z alkene isomerization, a 6? electrocyclic ring closure, a[1,5]-sigmatropic shift of hydrogen, a 6? electrocyclic ring-opening , and a Diels-Alder cycloaddition, and proceeds with excellent stereoselectivity. The unusual observation that furans and an indole serve as dienophiles in this cascade reaction permitted the synthesis of complex, functional group-rich tri- and tetracyclic lactams. In all cases, the rigid polycyclic products are available in only two steps from pyridinium salts and the allylic or homoallylic secondary amines.
A convenient method for the synthesis of β,γ-unsaturated amines from alkenes via α,β-unsaturated diphenylsulfonium salts
Yamanaka, Hiroyuki,Matsuo, Jun-Ichi,Kawana, Asahi,Mukaiyama, Teruaki
, p. 626 - 627 (2007/10/03)
1,1-Disubstituted and trisubstituted alkenes were converted into the corresponding β,γ-unsaturated amines 4 via three steps: the initial formation of α,β-unsaturated diphenylsulfonium triflates 2 from alkenes and diphenyl(trifluoromethanesulfonyloxy)sulfo
