Correction: Amine–borane complex-initiated SF₅Cl radical addition on alkenes and alkynes

• Audrey Gilbert,
• Pauline Langowski,
• Marine Delgado,
• Laurent Chabaud,
• Mathieu Pucheault and
• Jean-François Paquin

Beilstein J. Org. Chem. 2021, 17, 1725–1726, doi:10.3762/bjoc.17.120

• , France 10.3762/bjoc.17.120 Keywords: amine–borane complex; pentafluorosulfanyl chloride; pentafluorosulfanyl substituent; radical addition; radical initiation; The stereochemistry of some alkene products (2i–k) in Scheme 4 of the original publication was misattributed. The corrected structures are

Amine–borane complex-initiated SF₅Cl radical addition on alkenes and alkynes

• Audrey Gilbert,
• Pauline Langowski,
• Marine Delgado,
• Laurent Chabaud,
• Mathieu Pucheault and
• Jean-François Paquin

Beilstein J. Org. Chem. 2020, 16, 3069–3077, doi:10.3762/bjoc.16.256

• , France 10.3762/bjoc.16.256 Abstract The SF5Cl radical addition on unsaturated compounds was performed using an air-stable amine–borane complex as the radical initiator. This method showed to be complementary to the classic Et3B-mediated SF5Cl addition on alkenes and alkynes. A total of seven alkene and

• three alkyne derivatives were tested in the reaction, with yields ranging from 3% to 85%. Keywords: amine-borane complex; pentafluorosulfanyl chloride; pentafluorosulfanyl substituent; radical addition; radical initiation; Introduction The pentafluorosulfanyl (SF5) substituent has been attracting its

• styrene [48][49][50]. We envisioned that it could be possible to replace the Et3B in Dolbier’s protocol by a stable amine–borane complex that could perform the radical initiation of SF5Cl on its addition on alkenes. This would address the drawbacks associated with the use of Et3B as the radical initiator

Addition of H-phosphonates to quinine-derived carbonyl compounds. An unexpected C9 phosphonate–phosphate rearrangement and tandem intramolecular piperidine elimination

• Łukasz Górecki,
• Artur Mucha and
• Paweł Kafarski

Beilstein J. Org. Chem. 2014, 10, 883–889, doi:10.3762/bjoc.10.85

• aliphatic amines are considered inconveniently stable in protic solvents (water, alcohols) and dissociate only at an elevated temperature [30]. Most probably, in our case the formation of the amine–borane complex proceeded faster than the hydroboration of the vinyl group. When compound 2 was reacted with