Showing papers by "Indrapal Singh Aidhen published in 2006"
TL;DR: In this paper, a new reagent for α,β-unsaturated N-methoxy-N-methyl-amide structural unit has been developed, which can be easily prepared in two convenient steps from 2-chloro-nmethoxide-n-methylacetamide, reacted with a variety of aldehydes under Julia conditions.
23 citations
TL;DR: In this article, a variety of α-aroylacetones 4a−g have been prepared in excellent yields following a new protocol wherein α-aminonitriles 1α−g as the aryl acyl anion equivalents readily react with propargyl bromide as the α-bromoacetone equivalent.
Abstract: A variety of α-aroylacetones 4a−g have been prepared in excellent yields following a new protocol wherein α-aminonitriles 1a−g as the aryl acyl anion equivalents readily react with propargyl bromide as the α-bromoacetone equivalent. The alkylated product undergoes one-pot unmasking of the keto functionality along with Markovnikov's hydration of the terminal alkyne with CuSO4·5H2O in aqueous methanol at 60 °C to furnish the desired target in excellent isolated yields.
11 citations
2 citations
TL;DR: In this paper, a simple and efficient protocol for the regioselective hydrolysis of terminal isopropylidene ketal protection in carbohydrate derivatives is described, which uses either CoCl 2. 2H 2 O in acetonitrile or InCl 3 in methanol at temperatures ranging from 50 to 60 °C.
Abstract: A simple and efficient protocol is described for the regioselective hydrolysis of terminal isopropylidene ketal protection in carbohydrate derivatives la- 11a. It uses either CoCl 2 . 2H 2 O in acetonitrile or InCl 3 in methanol at temperatures ranging from 50 to 60 °C. The low cost of CoCl 2 . 2H 2 O along with its requirement in catalytic quantities offers a great advantage for the multi-gram scale reaction.
1 citations
TL;DR: In this article, a variety of α-aroylacetones 4a−g have been prepared in excellent yields following a new protocol wherein α-aminonitriles 1α−g as the aryl acyl anion equivalents readily react with propargyl bromide as the α-bromoacetone equivalent.
Abstract: A variety of α-aroylacetones 4a−g have been prepared in excellent yields following a new protocol wherein α-aminonitriles 1a−g as the aryl acyl anion equivalents readily react with propargyl bromide as the α-bromoacetone equivalent. The alkylated product undergoes one-pot unmasking of the keto functionality along with Markovnikov's hydration of the terminal alkyne with CuSO4·5H2O in aqueous methanol at 60 °C to furnish the desired target in excellent isolated yields.
TL;DR: In this article, a new reagent for α,β-unsaturated N-methoxy-N-methyl-amide structural unit has been developed, which can be easily prepared in two convenient steps from 2-chloro-nmethoxide-n-methylacetamide, reacted with a variety of aldehydes under Julia conditions.
Abstract: A new reagent for the synthesis of the α,β-unsaturated N-methoxy-N-methyl-amide structural unit has been developed. 2-(Benzo[d]thiazol-2-ylsulfonyl)-N-methoxy-N-methylacetamide, a crystalline solid with an indefinite shelf life that can be easily prepared in two convenient steps from 2-chloro-N-methoxy-N-methylacetamide, reacted with a variety of aldehydes under Julia conditions to furnish the α,β-unsaturated N-methoxy-N-methyl-amide functionality. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)