First synthesis of 2-(benzofuran-2-yl)-6,7-methylene dioxyquinoline-3-carboxylic acid derivatives

• Wentao Gao,
• Jia Liu,
• Yun Jiang and
• Yang Li

Beilstein J. Org. Chem. 2011, 7, 210–217, doi:10.3762/bjoc.7.28

• ; methylenedioxy-bearing; one-pot; quinoline-3-carboxylic acid; salicylaldehyde; Introduction Heterocyclic systems containing a quinoline nucleus are an important group of compounds in medicinal chemistry, and are ubiquitous sub-structures associated with biologically active natural products [1][2][3][4]. Some

• present on the salicylaldehyde. These reactions were found to be very complex and we could not separate and obtain any of the desired products in appreciable yields in these cases. Instead, intractable complex mixtures were observed on TLC. To illustrate the reaction mechanism, the formation of 3a is

• )-6,7-methylenedioxyquinoline-3-carboxylic acids 3a–h A mixture of ethyl 2-chloromethyl-6,7-methylenedioxyquinoline-3-carboxylate (5) (0.5 mmol, 0.147 g), the corresponding salicylaldehyde or 2-hydroxy-1-naphthaldehyde (0.5 mmol) and anhydrous K2CO3 (2.5 mmol, 0.400 g) was stirred in refluxing CH3CN (12

Prediction of reduction potentials from calculated electron affinities for metal-salen compounds

• Sarah B. Bateni,
• Kellie R. England,
• Anthony T. Galatti,
• Handeep Kaur,
• Victor A. Mendiola,
• Alexander R. Mitchell,
• Michael H. Vu,
• Benjamin F. Gherman and
• James A. Miranda

Beilstein J. Org. Chem. 2009, 5, No. 82, doi:10.3762/bjoc.5.82

• condensation of the appropriate substituted salicylaldehyde with ethylenediamine. The reaction was allowed to reflux for 2 h before the crude salen ligand was recrystallized in 95% ethanol. Each salen ligand was characterized by IR and NMR spectroscopy. Second, the appropriate metal acetate and the salen

Novel base catalysed rearrangement of sultone oximes to 1,2-benzisoxazole- 3-methane sulfonate derivatives

• Veera Reddy Arava,
• Udaya Bhaskara Rao Siripalli,
• Vaishali Nadkarni and
• Rajendiran Chinnapillai

Beilstein J. Org. Chem. 2007, 3, No. 20, doi:10.1186/1860-5397-3-20

• )-one-2,2-dioxide Y = H), an obvious precursor for 5, was reported by Timoney et al., in an overall yield of ~30% [1] via the cyclisation of the methanesulfonate of salicylaldehyde followed by oxidation (Scheme 4). Results and discussion In order to prepare 6 in better yield, we choose methyl salicylate

• methanesulfonate of salicylaldehyde. Preparation of 1,2-benzoxathiin-4(3H)-one-2,2-dioxides. Preparation of sultone oximes. Preparation of 3-alkyl-1,2-benzisoxazole derivatives. Synthesis of zonisamide from 1,2-benzisoxazole-3-methane-sulfonate. Compounds 6a-i prepared. Compounds 5a-i prepared. Compounds 10a-i