Research Article

Cyanuric Chloride-Catalyzed Michael Addition of Indoles to Nitroolefins under Solvent-Free Conditions

Table 2

Michael addition of indoles to nitroolefins catalyzed by TCT under solvent-free condition.

EntryIndolesNitroolefinsProductsTime (min)Yield
(%)b
m.p. (°C)
(lit.)

1429235.tab.002a1429235.tab.002a2429235.tab.002a33097101-102 (99-100) [23]

2429235.tab.002b1429235.tab.002b2429235.tab.002b33093liquid
(liquid) [28]

3429235.tab.002c1429235.tab.002c2429235.tab.002c33094144–146
(146-147) [23]

4429235.tab.002d1429235.tab.002d2429235.tab.002d36089142-143
(144–146) [28]

5429235.tab.002e1429235.tab.002e2429235.tab.002e33095100–102
(99–101) [28]

6429235.tab.002f1429235.tab.002f2429235.tab.002f3209675-76
(77-78) [23]

7429235.tab.002g1429235.tab.002g2429235.tab.002g312087130–132
(131–133) [23]

8429235.tab.002h1429235.tab.002h2429235.tab.002h34592143-144
(142) [20]

9429235.tab.002i1429235.tab.002i2429235.tab.002i33093Semisolid (semisolid) [20]

10429235.tab.002j1429235.tab.002j2429235.tab.002j32098144-145
(145–147) [28]

11429235.tab.002k1429235.tab.002k2429235.tab.002k3309270-71
(67-68) [17]

12429235.tab.002l1429235.tab.002l2429235.tab.002l3309085-86
(86-87) [23]

13429235.tab.002m1429235.tab.002m2429235.tab.002m3609598-99
(95–97) [17]

14429235.tab.002n1429235.tab.002n2429235.tab.002n36089100-101
(102-103) [23]

15429235.tab.002o1429235.tab.002o2429235.tab.002o34594129–131
(130-131) [23]

16429235.tab.002p1429235.tab.002p2429235.tab.002p36088113–115
(112–114) [17]

17429235.tab.002q1429235.tab.002q2429235.tab.002q34590106-107
(107-108) [17]

18429235.tab.002r1429235.tab.002r2429235.tab.002r39089141–143
(143–145) [28]

aReaction conditions: indoles (1 mmol); nitroolefins (1 mmol); TCT (0.1 mmol); neat; 70°C.
bIsolated yield.