In Quest of “Stereoselective Switch” for On-Water Hydrothiolation of Terminal Alkynes Using Different Additives and Green Synthesis of Vicinal Dithioethers

Table 3

Hydrothiolation aromatic terminal alkynes with aliphatic thiols.

Entry	[A]	[B]	Time (h)	Yield^a (%) [C]	E/Z [C]^b
1	R^1 = H	𝑛=3	3.0	75	20 : 80
2	R^1 = H	𝑛=5	3.0	64	14 : 86
3	R^1 = CH3	𝑛=3	4.5	79	14 : 86
4	R^1 = CH3	𝑛=5	5.0	51	21 : 79

aYield represents the product [C] after purification by column chromatography. bE/Z ratio was determined by ¹H NMR of the crude product mixture.