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Unusual biaryl torsional strain promotes reactivity in Cu-catalyzed Sommelet-Hauser rearrangement
2018-09-30
Chemical Science 9(26):5850-5854 Jul 2018 

Chemical Science 9(26):5850-5854 Jul 2018Pan,

Abstract:
Chemical Science 9(26):5850-5854 Jul 2018

Pan, Chongqing; Guo, Wenjing; Gu, Zhenhua

Abstract:
A Cu-catalyzed Sommelet–Hauser dearomatization of dihydrophenanthridine and diazo compounds is reported for the synthesis of spiro-indolines. A spiro-structure with adjacent quaternary and tertiary carbon centers was constructed in one step as a single isomer. Increasing steric hindrance by introducing ortho-substituents dramatically improved substrate reactivity in this transformation.


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