Synthesis of 1,2-Dihydro-Substituted Aniline Analogues Involving N-Phenyl-3-aza-Cope Rearrangement Using a Metal-Free Catalytic Approach

Table 1

Effect of various solvents for the synthesis of 1,2-DHP (f).

Solvent	Condition	Time (m)	Isolated yield (%)	Inference
Toluene	111°C	180 min	32	—
1, 2-Dichlorobenzene (1,2-DCB)	180°C	30 min	95	Optimized
Benzene	80°C	10 min	0	No reaction
Diphenyl ether	265°C	180 min	42	—
Chlorobenzene	140°C	30 min	54	—
Xylene	140°C	2 days	0	No reaction
Microwave (1,2-DCB)	150 W, 120°C	30 min	78	Yield is less than conventional reflux
DMF	155°C	120 min	—	Complex mixture

Optimized as best suitable solvent under conventional conditions.