New explortion of 2-(Methylthio)benzo[d]oxazole

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Synthetic Route of 13673-62-6. In my other articles, you can also check out more blogs about 13673-62-6

Synthetic Route of 13673-62-6, A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 13673-62-6, Name is 2-(Methylthio)benzo[d]oxazole, molecular formula is C8H7NOS. In a Article£¬once mentioned of 13673-62-6

Oxa-Michael Addition to alpha,beta-Unsaturated Nitriles: An Expedient Route to gamma-Amino Alcohols and Derivatives

Water addition to alpha,beta-unsaturated nitriles would give facile access to the beta-hydroxy-nitriles, which in turn can be hydrogenated to the gamma-amino alcohols. We have previously shown that alcohols readily add in 1,4-fashion to these substrates using Milstein’s Ru(PNN) pincer complex as catalyst. However, attempted water addition to alpha,beta-unsaturated nitriles gave the 3-hydroxynitriles in mediocre yields. On the other hand, addition of benzyl alcohol proceeded in excellent yields for a variety of beta-substituted unsaturated nitriles. Subsequent treatment of the benzyl alcohol addition products with TMSCl/FeCl3 resulted in the formation of 3-hydroxy-alkylnitriles. The 3-benzyloxy-alkylnitriles obtained from oxa-Michael addition also could be hydrogenated directly in the presence of acid to give the amino alcohols as their HCl salts in excellent yields. Hydrogenation under neutral conditions gave a mixture of the secondary and tertiary amines. Hydrogenation in the presence of base and Boc-anhydride gave the orthogonally bis-protected amino alcohols, in which the benzyl ether can subsequently be cleaved to yield Boc-protected amino alcohols. Thus, a variety of molecular scaffolds with a 1,3-relationship between O- and N-functional group is accessible starting from oxa-Michael addition of benzyl alcohol to alpha,beta-unsaturated nitriles.

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Synthetic Route of 13673-62-6. In my other articles, you can also check out more blogs about 13673-62-6

Reference£º
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem