期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 359, 期 4, 页码 698-708出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201600855
关键词
Carbene insertion; N-tosylhydrazones; Transition-metal-free; Thioacetals; Selenoacetals
资金
- IIT Madras [CHY/15-16/836/RFRI/GSEK]
- CSIR, New Delhi
A transition-metal-free and base-mediated carbene insertion across sulfur-sulfur and selenium-selenium bonds has been developed by employing N-tosylhydrazone as a stable and safe carbene precursor. The ylide formation from carbene followed by Stevens rearrangement are considered to be the key steps. This thiol and selenol-free protocol delivers thioacetals and selenoacetals in good to excellent yields in short reaction time with good functional group tolerance. A one-pot synthesis involving insitu generation of tosylhydrazone has also been demonstrated.
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