Table 3.

Substrate scope of TATI equilibration^[a]

Entry	Imine	Ar1	Ar2	t [h][b]	Comment
1	1	4-CF3-C6H4	Ph	30	–
2	10	3-CN-C6H4	Ph	30	–
3	11	4-Br-C6H4	Ph	80	–
4	12	2-OH-C6H4	Ph	24	–
5	13	2,4-Cl-C6H3	Ph	48	–
6	14	4-NO2-C6H4	Ph	–	rapid decomposition
7	14	4-NO2-C6H4[c]	Ph	12	degrades within 48 h
8	15	4-pyridyl[d]	Ph	16	–
9	16	2-pyridyl[d]	Ph	16	–
10	17	1-N-Me-imidazoyl	Ph	24	–
11	18	2-furyl[e]	Ph	96	degradation during equilibration
12	19	2-MeO-C6H4	Ph	–	very slow
13	20	4-Me-C6H4	Ph	–	no reaction
14	21	4-F-C6H4	Ph	–	no reaction
15	22	2-naphthyl[e]	Ph	168	degradation during equilibration
16	23	4-CF3-C6H4	4-F-C6H4	36	–
17	24	4-CF3-C6H4	4-MeO-C6H4	42	–
18	25	4-CF3-C6H4	3,4,5-MeO-C6H2	42	–
19	5	4-CF3-C6H4	2-Me-C6H4	48	–

[a] Conditions: imine (0.25 mmol), amine (0.125 mmol), C1 (0.05 mmol), ZnBr₂ (0.0125 mmol), 3 Å MS (10 mg), MeCN (0.25 mL). [b] Approximate time for the system to reach equilibrium. [c] At RT with four equivalents of NEt₃ instead of compound C1. [d] With 0.1 equivalents of amine, no ZnBr₂. [e] With 0.5 equivalents of compound C1.