Synthesis of spiro(indoline-2,3′-hydropyridazine) via an “on-water” [4 + 2] annulation reaction

Literature Information

Publication Date 2020-12-22
DOI 10.1039/D0QO01422B
Impact Factor 5.281
Authors

Wei-Fang Zuo, Jin Zhou, Yu-Ling Wu, Hua-Ying Fang, Xing-Jiang Lang, Ya Li, Gu Zhan, Bo Han


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Abstract

An on-water [4 + 2] annulation reaction between the 2-methyl-3H-indolium salt and α-bromo N-acyl hydrazone has been developed. The environmentally friendly strategy provides the first facile access to spiro(indoline-2,3′-hydropyridazine) scaffolds. Compared with the reaction in organic solvents, the use of water as the sole solvent remarkably improves the reaction efficiency as well as chemoselectivity. This green protocol features high yield, broad substrate scope, and mild reaction conditions.

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