4393-21-9Relevant articles and documents
Rh(iii)-Catalyzed allylic C-H amidation of unactivated alkenes within situgenerated iminoiodinanes
Jeganmohan, Masilamani,Sihag, Pinki
supporting information, p. 6428 - 6431 (2021/07/02)
Rh(iii)-catalyzed allylic C-H amidation of substituted alkenes within situgenerated iminoiodinanes is demonstrated. The presented protocol is compatible with differently functionalized unactivated terminal alkenes and internal alkenes. In terminal alkenes
Rhodium-Catalyzed Regiodivergent Hydrothiolation of Allyl Amines and Imines
Kennemur, Jennifer L.,Kortman, Gregory D.,Hull, Kami L.
supporting information, p. 11914 - 11919 (2016/10/06)
The regiodivergent Rh-catalyzed hydrothiolation of allyl amines and imines is presented. Bidentate phosphine ligands with larger natural bite angles (βn ≥ 99°), for example, DPEphos, dpph, or L1, promote a Markovnikov-selective hydrothiolation in up to 88% yield and >20:1 regioselectivity. Conversely, when smaller bite angle ligands (βn ≤ 86°), for example, dppbz or dppp, are employed, the anti-Markovnikov product is formed in up to 74% yield and >20:1 regioselectivity. Initial mechanistic investigations are performed and are consistent with an oxidative addition/olefin insertion/reductive elimination mechanism for each regioisomeric pathway. We hypothesize that the change in regioselectivity is an effect of diverging coordination spheres to favor either Rh-S or Rh-H insertion to form the branched or linear isomer, respectively.
Flexible synthesis of polyfunctionalised 3-fluoropyrroles
Cogswell, Thomas J.,Donald, Craig S.,Marquez, Rodolfo
supporting information, p. 183 - 190 (2015/12/30)
An efficient and selective approach for the synthesis of polyfunctionalised 3-fluoropyrroles has been developed starting from commercial aldehydes. The methodology is concise, efficient and allows for the modular and systematic assembly of polysubstituted 3-fluoropyrroles. This synthesis provides an alternative and highly convergent strategy for the generation of these chemically and biologically important units.