Journal
ORGANIC LETTERS
Volume 21, Issue 24, Pages 9869-9873Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03775
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Funding
- National Natural Science Foundation of China [21871234]
- Zhejiang Provincial NSFC for Distinguished Young Scholars [LR15H300001]
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A novel cascade it-extended decarboxylative annulation (PEDA) involved with cyclic diaryliodonium salts is described. Via fine-tuning of the reaction conditions, the Pd(II)-catalyzed site selective N1/C2 or C2/C3 annulation of commercially available indole-2-carboxylic acids can be achieved, affording valuable phenanthridines or benzocarbazoles, respectively. The key strategy is the carboxylic acid functionality being employed as both a traceless directing group for the ortho C N or C C coupling and a reactive group for the cascade 7c-extended decarboxylative annulation in a highly step economical manner.
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