High Yield One‐Pot Synthesis of Some Novel N‐Methyl Isoxazolidine Derivatives Using N‐Methyl‐α‐chloro Nitrone in Water

Microwave-assisted synthesis of novel spiro isoxazolidine derivatives

“…A new approach in the synthesis of a-chloro nitrones (1: R Me, Ph, PhCH 2 , Cy) from dihydropyran via chlorohydrine has been already reported (Scheme 3) [17].…”

“…The cycloaddition reaction of a-chloro nitrones (1: R Me, Ph, PhCH 2 , Cy) [7,10,17] with a-N-substituted furan derivatives are much faster (5Á10 min) under microwave irradiation compared with conventional methods (8Á12 hr). All the furan derivatives (2) reacted very well with different a-chloro nitrones (1) in reaction conditions mentioned in Table 1.…”

Synthesis of Some Novel Class of Bis(isoxazoline) and Bis(aziridine) Derivatives

“…1,3-Dipolar cycloaddition reactions are an integral and weighty part of organic chemistry in pedagogy and research as well. The wealthy literature on cycloaddition reactions of nitrones for the synthesis of isoxazolidine and isoxazoline derivatives and their further applications have been widely illustrated [1][2][3] while synthesis of bis (isoxazolidine) and bis(isoxazoline) derivatives is challenging and needs to be explored [4][5][6][7] especially because conversions of these derivatives to aziridines via Baldwin rearrangement are found to have vast synthetic potential in this chemistry [8][9][10]. The chemistry of three-membered ring heterocycles, especially aziridines, has attracted the attention of synthetic chemists for more than a century because of its ability of acting as versatile species in organic synthesis [11][12][13][14][15].…”

“…Baldwin et al have shown that 1,3-dipolar cycloaddition reactions of nitrones to alkynes lead to 4-isoxazolines which rearrange easily under thermal conditions to acylaziridine [16][17][18]. As a part of our ongoing research programme to develop new methodologies in organic synthesis [19][20][21][22], herein, we report synthesis of some new bis(isoxazoline) derivatives (2) from terepthaldehyde in good to excellent yields under microwave irradiation (Scheme 1, Table 1). Furthermore, these bis(isoxazoline) derivatives are found to have vast synthetic potential as they could be converted into synthetically more important new bis(aziridines) (3) [23][24][25][26][27][28].…”

Highly Stereoselective Synthesis of New Aziridines via Baldwin Rearrangement and Their Potential Biological Activities

“…The wealthy literature on cycloaddition reactions of nitrones for the synthesis of isoxazolidine, isoxazoline derivatives, and their further applications have been widely illustrated while conversions of isoxazoline derivatives to aziridines are of tremendous interest in this chemistry . As a part of our ongoing research program to develop new methodologies in organic synthesis , herein, we report stereoselective synthesis of new N‐ substituted aziridine derivatives from isoxazolines via Baldwin rearrangement and their biological activities (Scheme ; Table ). The newly reported N‐ substituted aziridine derivatives are obtained as single diastereoisomer when the isoxazoline derivatives are exposed to microwave irradiation for 5–8 min at 90–130°C.…”