. 2021 Mar 25;121(12):6744–6776. doi: 10.1021/acs.chemrev.0c01076

Table 1. Reaction between Sodium p-Toluenethiolate and Various Electrophilic Alkynes in Methanol and Subsequent Isomerization of Unsaturated Product with Sodium p-Toluenethiolate Unless Stated Otherwise⁴¹.

R₁	conversion (%)	initial E/Z	final E/Z
–CN	100	0/100	67/33
–SO₂C₇H₇-p	65	0/100	100/0
–C₆H₄NO₂-p	98	0/100	100/0
–CO₂Me	93	8/92	78/22
–COMe^a	93	18/82	78/22
–CONH₂	97	13/93	77/23

Dilute HCl used as isomerization catalyst.

Table 1. Reaction between Sodium p-Toluenethiolate and Various Electrophilic Alkynes in Methanol and Subsequent Isomerization of Unsaturated Product with Sodium p-Toluenethiolate Unless Stated Otherwise41.