ChemInform Abstract: NON‐STEROIDAL ANTIINFLAMMATORY AGENTS. 6. ANTIINFLAMMATORY METHANESULFONAMIDES. I

Abstract

Von den für biologische Tests dargestellten Verbindungen (X) zeigt (Xa) (R2: 2,4‐F2) die stärkste antiinflammatorische Aktivität (Carra eenin‐Ödemund Adjuvans‐Arthritis‐Test an Ratten).

Regioselective Microwave-Assisted Synthesis of Substituted Pyrazoles from Ethynyl Ketones

“…The cyclocondensation of ethynyl ketones and a number of different binucleophilic species provides a versatile approach for the synthesis of diverse nitrogen-containing heteroaromatic building blocks from simple precursors. Pyridines, 1 pyrazoles, 2-5 isoxazoles, 2,5 triazoles 5 and pyrimidines 2,4,6 have all been prepared from these intermediates, with applications in the synthesis of non-proteinogenic amino acids, 6 complex thiopeptide natural products, 7 terpyridine a-helix mimetics, 8 non-steroidal anti-inflammatory agents, 9 and heterocyclic combinatorial libraries. [10][11][12] Following our own studies on the development of more efficient and expedient procedures for the synthesis of pyridines, [13][14][15][16][17][18][19][20][21] pyrimidines, 12,22 and pyrido [2,3-d]pyrimidines 14,23,24 from ethynyl ketones, we investigated methods for the preparation of pyrazoles from these versatile precursors.…”

A Simple Continuous Flow Microwave Reactor

“…Following the success of these flow reactions, efforts were made to develop a new microwave-assisted process for the synthesis of pyridines based upon the Bohlmann−Rahtz (B-R) reaction. The cyclodehydration of aminodienone 5 can be effected using conductive heating, and with a Lewis or Brønsted acid catalyst, to give 2,3,6-trisubstituted pyridine 6 directly and with total regiocontrol, and this transformation has been applied in the synthesis of pyridine-containing thiopeptide antibiotics, and their derivatives, as well as pyrido[2,3- d ]pyrimidines, heterocyclic amino acids, nonsteroidal antiinflammatory agents, and combinatorial pyridine libraries . Aminodienone 5 was prepared according to known procedures 12 and cyclodehydrated with CF processing under homogeneous conditions in toluene−acetic acid (5:1) over sand, comparing the results to batch experiments carried out in a sealed tube and to the corresponding homogeneous CF process with a Teflon heating coil (Scheme ).…”

3-Amino-5,5-dimethylcyclohex-2-enone in the synthesis of heterocyclic compounds (review)

“…If methyl vinyl ketone is replaced by ethynyl phenyl ketone, it is possible to obtain 7,7-dimethyl-5-oxo-2-phenyl-5,6,7,8-tetrahydroquinoline (39) [28].…”