Facile syntheses of oxazolines and thiazolines with N-acylbenzotriazoles under microwave irradiation

AR Katritzky, C Cai, K Suzuki…

Index: Katritzky, Alan R.; Cai, Chunming; Suzuki, Kazuyuki; Singh, Sandeep K. Journal of Organic Chemistry, 2004 , vol. 69, # 3 p. 811 - 814

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Citation Number: 106

Abstract

Microwave reactions of 2-amino-2-methyl-1-propanol (2) or 2-aminoethanethiol hydrochloride (4) with readily available N-acylbenzotriazoles 1a-j in the presence of SOCl2 produced 2-substituted 2-oxazolines 3a-j in 84-98% yields and 2-substituted thiazolines 5a-i in 85-97% yields, respectively. With use of this method chiral oxazoline 6, bisoxazoline 7, bisthiazoline 8, and 5, 6-dihydro-4 H-1, 3-oxazines 9 or 10 have also been prepared in 82 ...