Visible-Light-Driven α‑Allenylic C–O Bond Cleavage and Alkenyl C–S Formation: Metal-Free and Oxidant-Free Thiolation of Allenyl Phosphine Oxides
Posted on 2017-11-18 - 16:48
A visible-light photoredox cleavage
of α-allenylic C–O
bond and alkenyl C–S formation is disclosed for the first time.
The thiolation of allenyl phosphine oxides with diaryl disulfides
occurs smoothly in metal-free and mild conditions, affording novel
S,P-bifunctionalized butadienes with moderate to excellent yields.
Mechanistic studies explain the cleavage of a C(sp3)–O(Ar) bond in initiating a key alkenyl radical
intermediate.
CITE THIS COLLECTION
DataCite
3 Biotech
3D Printing in Medicine
3D Research
3D-Printed Materials and Systems
4OR
AAPG Bulletin
AAPS Open
AAPS PharmSciTech
Abhandlungen aus dem Mathematischen Seminar der Universität Hamburg
ABI Technik (German)
Academic Medicine
Academic Pediatrics
Academic Psychiatry
Academic Questions
Academy of Management Discoveries
Academy of Management Journal
Academy of Management Learning and Education
Academy of Management Perspectives
Academy of Management Proceedings
Academy of Management Review
Zhang, Ling; Zhu, Jie; Ma, Jing; Wu, Lei; Zhang, Wei-Hua (2017). Visible-Light-Driven α‑Allenylic C–O Bond Cleavage and Alkenyl C–S Formation: Metal-Free and Oxidant-Free Thiolation of Allenyl Phosphine Oxides. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.7b03052
or
Select your citation style and then place your mouse over the citation text to select it.
