Reaction condition studies at various temperatures using variations in the amount of I₂ and several different N-arylcyanothioformamides.

Entry	Substrate	I2 (equiv.)	Temp. (°C)	Time (h)	Product	Conversiona (%)/yieldb
1	1a	0.16	80	6	2a	30a
2	1a	0.5	80	6	2a	38a
3	1a	1.0	80	6	2a	90a
4	1a	1.1	80	6	2a	>95a
5	1b	1.1	80	6	2b	39b
6	1c	1.1	80	6	2c	45b
7	1d	1.1	80	6	2d	37b
8	1e	1.1	80	6	2e	39b
9	1f	1.1	80	6	c—	d—
10	1g	1.1	80	6	c—	d—
11	1a	1.1	eRT	6	2a	10a
12	1a	1.1	eRT	19	2a	35a
13	1a	1.5	RT	19	2a	56a
14	1a	2	RT	19	2a	63a
15	1a	2.5	RT	19	2a	86a
16	1a	2.75	RT	19	2a	>95a
17	1i	2.75	RT	19	2i	25a
18	1i	3.0	RT	19	2i	36a
21	1i	3.5	RT	19	2i	44a
22	1j	3.5	RT	19	2j	27a
23	1j	3.5	29.5	19	2j	72a
24	1j	3.5	35.5	19	2j	85a
25	1j	3.5	37	19	2j	>95a
26	1j	3.5	38	19	2j	>95a

^aProduct was not isolated and percent conversion was measured by ¹H NMR.

^bIsolated yield.

^cComplex mixture of products was obtained.

^dConversion could not be measured.

^eRT was measured to be 20°.