Manganese Catalyzed Regioselective C–H Alkylation: Experiment and Computation

Chengming Wang; Bholanath Maity; Luigi Cavallo; Magnus Rueping

doi:10.1021/acs.orglett.8b01179

Manganese Catalyzed Regioselective C–H Alkylation: Experiment and Computation

Chengming Wang, Bholanath Maity, Luigi Cavallo, Magnus Rueping

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55 Scopus citations

Abstract

A new efficient manganese-catalyzed selective C2-alkylation of indoles via carbenoid insertion has been achieved. The newly developed C-H functionalization protocol provides access to diverse products and shows good functional group tolerance. Mechanistic and computational studies support the formation of a Mn(CO)3 acetate complex as the catalytically active species.

Original language	English (US)
Pages (from-to)	3105-3108
Number of pages	4
Journal	Organic Letters
Volume	20
Issue number	10
DOIs	https://doi.org/10.1021/acs.orglett.8b01179
State	Published - May 8 2018

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: B.M. and L.C. acknowledge King Abdullah University of Science and Technology (KAUST) for support and the KAUST Supercomputing Laboratory for providing computational resources of the supercomputer Shaheen II

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title = "Manganese Catalyzed Regioselective C–H Alkylation: Experiment and Computation",

abstract = "A new efficient manganese-catalyzed selective C2-alkylation of indoles via carbenoid insertion has been achieved. The newly developed C-H functionalization protocol provides access to diverse products and shows good functional group tolerance. Mechanistic and computational studies support the formation of a Mn(CO)3 acetate complex as the catalytically active species.",

author = "Chengming Wang and Bholanath Maity and Luigi Cavallo and Magnus Rueping",

note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: B.M. and L.C. acknowledge King Abdullah University of Science and Technology (KAUST) for support and the KAUST Supercomputing Laboratory for providing computational resources of the supercomputer Shaheen II",

year = "2018",

month = may,

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doi = "10.1021/acs.orglett.8b01179",

language = "English (US)",

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T1 - Manganese Catalyzed Regioselective C–H Alkylation: Experiment and Computation

AU - Wang, Chengming

AU - Maity, Bholanath

AU - Cavallo, Luigi

AU - Rueping, Magnus

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: B.M. and L.C. acknowledge King Abdullah University of Science and Technology (KAUST) for support and the KAUST Supercomputing Laboratory for providing computational resources of the supercomputer Shaheen II

PY - 2018/5/8

Y1 - 2018/5/8

N2 - A new efficient manganese-catalyzed selective C2-alkylation of indoles via carbenoid insertion has been achieved. The newly developed C-H functionalization protocol provides access to diverse products and shows good functional group tolerance. Mechanistic and computational studies support the formation of a Mn(CO)3 acetate complex as the catalytically active species.

AB - A new efficient manganese-catalyzed selective C2-alkylation of indoles via carbenoid insertion has been achieved. The newly developed C-H functionalization protocol provides access to diverse products and shows good functional group tolerance. Mechanistic and computational studies support the formation of a Mn(CO)3 acetate complex as the catalytically active species.

UR - http://hdl.handle.net/10754/627876

UR - https://doi.org/10.1021/acs.orglett.8b01179

UR - http://www.scopus.com/inward/record.url?scp=85047342994&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.8b01179

DO - 10.1021/acs.orglett.8b01179

M3 - Article

C2 - 29738250

SN - 1523-7060

VL - 20

SP - 3105

EP - 3108

JO - Organic Letters

JF - Organic Letters

IS - 10

ER -

Manganese Catalyzed Regioselective C–H Alkylation: Experiment and Computation

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