An efficient and green synthesis of highly functionalized N-methyl-2-nitro-aryl-1H-benzo[f]lchromen-3-amine derivatives under catalyst-free conditions

作者：Reddy Mudumala Veeranarayana; Reddy Guda Dinneswara; Kim Jong Tae; Jeong Yeon Tae

来源：Tetrahedron, 2016, 72(41): 6484-6491.

DOI：10.1016/j.tet.2016.08.059

• N-Methyl-2-nitro-aryl-1H-benzo[f]chromen-3-amine derivatives
• Green solvent medium
• Catalyst-free conditions
• Multicomponent reactions

A highly efficient and environmentally benign protocol has been developed for the construction of various potentially biologically active N-methyl-2-nitro-aryl-1H-benzo[f]chromen-3-amine derivatives using one-pot, multi-component cascade reaction of various naphthalen-2-ol, aldehydes, and (E)-N-methyl-1-(methylthio)-2-nitroethenamine under catalyst-free conditions in the presence of green solvent medium (ethanol water) is described. The significant features of this protocol are short reaction times, provide excellent yields, avoidance of toxic solvents and catalysts, no column chromatographic purification, atom-economy and uses ethanol water as a green solvent which is considered to be relatively environmentally benign. This is the first example of the condensation of naphthalen-2-ol, aldehydes, and (E)-N-methyl-1-(methylthio)-2-nitroethenamine to provide a novel series of 1H-benzo[f]chromen-3-arnine derivatives.

• 出版日期2016-10-13