Organic Chemistry International / 2012 / Article / Tab 1

Research Article

An Expeditious and Safe Synthesis of Some Exocyclic α,β-Unsaturated Ketones by Microwave-Assisted Condensation of Cyclic Ketones with Aromatic Aldehydes over Anhydrous Potassium Carbonate

Table 1

Microwave-assisted condensation of chromanones/1-tetralone/1-indanone with aromatic aldehydes.

EntryKetone (1)Ar of aldehydeTime (min)Product (2)Yield (%)M.P. (°C)
Obs. (Lit.) [Reference]

1aC6H51.52a82a
45b
111
(110) [59]
1a4-Cl–C6H41.52b88a
49b
169-170
(168) [59]
1a4-MeO–C6H41.02c79a
43b
131
(132) [59]
1a4-Br–C6H41.02d86a
55b
175
(174) [59]
1a4-Me–C6H41.02e77a
51b
117
(118) [59]
1a456097.tab.001a1.52f74a115
(115) [59]
1aE-C6H5CH=CH–1.52g87a
42b
135-136
(136) [59]
1bC6H51.02h84a132
(133) [59]
1b4-Cl–C6H41.52i89a143-144
(144) [59]
1b4-Me–C6H41.52j76a120
(120) [59]
1b4-Me2N–C6H41.02k81a140
(140) [59]
1b456097.tab.001b1.52l73a134-135
(135) [59]
1b2-Furanyl1.52m80a101
(101) [42]
1b4-MeO–C6H41.52n72a104
1bE-C6H5CH=CH–1.52o85a148
(148) [59]
1cC6H51.52p74a120
(120-121) [60]
1c4-Cl–C6H41.52q84a
51b
133-134
(132-133) [60]
1c4-MeO–C6H41.52r75a
46b
88
(87-88) [60]
1c4-Br–C6H41.52s82a158
1cE-C6H5CH=CH–1.52t82a
48b
134
(133-134) [61]
1d4-Me–C6H41.52u76a139-140
(137-138) [62]
1d4-MeO–C6H41.52v71a139-140
(138-139) [62]
1d4-Br–C6H41.52w83 a
53 b
188-189
1dE-C6H5CH=CH–1.52x88a
45b
125
(124-125) [61]

aOver anhy. K2CO3; bover neutral alumina.

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