Gold-catalyzed domino cyclization-alkynylation reactions with EBX reagents: New insights into the reaction mechanism

Hossein Ghari; Yifan Li; Roohollah Roohzadeh; Paola Caramenti; Jerome Waser; Alireza Ariafard

doi:10.1039/c7dt03154h

Gold-catalyzed domino cyclization-alkynylation reactions with EBX reagents: New insights into the reaction mechanism

Hossein Ghari, Yifan Li, Roohollah Roohzadeh, Paola Caramenti, Jerome Waser^*, Alireza Ariafard

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

26 Citations (Scopus)

Abstract

Gold-catalyzed domino processes constitute a useful alternative to C-H functionalization for the synthesis of functionalized (hetero)arenes. Herein, we report computational studies on the gold-catalyzed cyclization alkynylation of keto-allenes with ethynylbenziodoxole (EBX) reagents, which identified a gold(i) picolinate complex as the active catalyst, giving the first mechanistic insights into this transformation.

Original language	English
Pages (from-to)	12257-12262
Number of pages	6
Journal	Dalton Transactions
Volume	46
Issue number	36
DOIs	https://doi.org/10.1039/c7dt03154h
Publication status	Published - 2017
Externally published	Yes

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abstract = "Gold-catalyzed domino processes constitute a useful alternative to C-H functionalization for the synthesis of functionalized (hetero)arenes. Herein, we report computational studies on the gold-catalyzed cyclization alkynylation of keto-allenes with ethynylbenziodoxole (EBX) reagents, which identified a gold(i) picolinate complex as the active catalyst, giving the first mechanistic insights into this transformation.",

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T2 - New insights into the reaction mechanism

AU - Ghari, Hossein

AU - Li, Yifan

AU - Roohzadeh, Roohollah

AU - Caramenti, Paola

AU - Waser, Jerome

AU - Ariafard, Alireza

PY - 2017

Y1 - 2017

N2 - Gold-catalyzed domino processes constitute a useful alternative to C-H functionalization for the synthesis of functionalized (hetero)arenes. Herein, we report computational studies on the gold-catalyzed cyclization alkynylation of keto-allenes with ethynylbenziodoxole (EBX) reagents, which identified a gold(i) picolinate complex as the active catalyst, giving the first mechanistic insights into this transformation.

AB - Gold-catalyzed domino processes constitute a useful alternative to C-H functionalization for the synthesis of functionalized (hetero)arenes. Herein, we report computational studies on the gold-catalyzed cyclization alkynylation of keto-allenes with ethynylbenziodoxole (EBX) reagents, which identified a gold(i) picolinate complex as the active catalyst, giving the first mechanistic insights into this transformation.

UR - https://www.scopus.com/pages/publications/85029634278

U2 - 10.1039/c7dt03154h

DO - 10.1039/c7dt03154h

M3 - Article

C2 - 28875203

AN - SCOPUS:85029634278

SN - 1477-9226

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SP - 12257

EP - 12262

JO - Dalton Transactions

JF - Dalton Transactions

IS - 36

ER -

Gold-catalyzed domino cyclization-alkynylation reactions with EBX reagents: New insights into the reaction mechanism

Abstract

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