A Mini Library of Novel Triazolothiadiazepinylindole Analogues: Synthesis, Antioxidant and Antimicrobial Evaluations

Table 1

Comparative data of conventional and microwave methods for the synthesis of novel triazolothiadiazepinylindole 3a–z.

Compd^a Number	Substituents				Conventional method		Microwave method		m.p.^c; (°C)
	R	R′	R′′	R′′′	Time (min)	Yield^b (%)	Time (min)	Yield^b (%)
3a	Cl	Cl	Cl	Ph	180–240	85	10	95	200–02
3b	Cl	Cl	H	Ph	180–240	80	10	93	142–43
3c	Cl	Cl	Me	Ph	180–240	75	10	95	194–96
3d	Cl	Me	Cl	Ph	180–240	80	10	95	160–62
3e	Cl	Me	H	Ph	180–240	70	10	93	190–92
3f	Cl	Me	Me	Ph	180–240	65	10	95	158–60
3g	Cl	H	Cl	H	180–240	60	10	85	195–97
3h	Cl	H	H	H	180–240	60	10	80	168–70
3i	Cl	H	Me	H	180–240	70	10	90	155–57
3j	Br	Cl	Cl	Ph	180–240	80	10	98	210–12
3k	Br	Cl	H	Ph	180–240	85	10	96	195–97
3l	Br	Cl	Me	Ph	180–240	85	10	95	140–42
3m	Br	Me	Cl	Ph	180–240	75	10	90	180–82
3n	Br	Me	H	Ph	180–240	65	10	85	165–67
3o	Br	Me	Me	Ph	180–240	60	10	80	168–70
3p	Br	H	Cl	H	180–240	60	10	85	210–12
3q	Br	H	H	H	180–240	60	10	75	218–20
3r	Br	H	Me	H	180–240	60	10	80	120–22
3s	Me	Cl	Cl	Ph	180–240	75	10	85	183–85
3t	Me	Cl	H	Ph	180–240	75	10	85	201–02
3u	Me	Cl	Me	Ph	180–240	80	10	87	181–83
3v	Me	Me	Cl	Ph	180–240	65	10	85	190–92
3w	Me	Me	H	Ph	180–240	60	10	80	161–62
3x	Me	Me	Me	Ph	180–240	65	10	86	172–74
3y	Me	H	H	H	180–240	60	10	75	158–60
3z	Me	H	Cl	H	180–240	60	10	70	149–51

aProducts were characterized by IR, ¹H NMR,¹³C NMR, MS, and elemental analysis. bIsolated yield. cMelting points are uncorrected.