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. Author manuscript; available in PMC: 2018 Sep 17.
Published in final edited form as: Chemistry. 2017 Jul 20;23(44):10506–10510. doi: 10.1002/chem.201702710

Table 1.

Gold-catalyzed C-nucleophile addition to thioalkyne.

graphic file with name nihms-986274-t0004.jpg
Conditions Convn. of
1a [%][a]
Yield 3a
(cis:trans)
[%]
Conditions Convn.
of 1a
[%]
Yield 3a
(cis:trans)
[%]
XPhosAuNTf2
(5%)
HOTf (10 %),
80 °C, 16 h
<5 <5
RT or 40°C,
16 h
<5 n.d. AgOTf (5 %),
80 °C, 6 h
93 47 (3:1)
80 °C, 10h 70 64 (7:1) Cu(OTf)2 (5 %),
80 °C, 16 h
100 <5
80 °C, 16h 75 45 (7:1) other [M], Ir,
Ru, Rh, Pt, etc.
<10 <5
[a]

Conversion and yield were determined by 1H NMR using dimethylsul- fone as internal standard.