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Correction: Convergent synthesis of thiodiazole dioxides from simple ketones and amines through an unusual nitrogen-migration mechanism

Kunlayanee Punjajom a, Paul P. Sinclair a, Ishika Saha b, Mark Seierstad b, Michael K. Ameriks b, Pablo García-Reynaga *b, Terry P. Lebold *b and Richmond Sarpong *a
aDepartment of Chemistry, University of California, Berkeley, CA 94720, USA. E-mail: rsarpong@berkeley.edu
bJanssen Research and Development, San Diego, California 92121, USA. E-mail: pgarciar@its.jnj.com; terry.lebold@gmail.com

Received 14th June 2024 , Accepted 14th June 2024

First published on 24th June 2024


Abstract

Correction for ‘Convergent synthesis of thiodiazole dioxides from simple ketones and amines through an unusual nitrogen-migration mechanism’ by Kunlayanee Punjajom et al., Chem. Sci., 2024, 15, 328–335, https://doi.org/10.1039/D3SC04478E.


The original article contains errors in Scheme 1 which include: (1) the structure of 3w in which the compound is depicted as the 5,6,7,8-tetrahydroquinoline rather than the intended tetrahydronaphthalene; (2) the superscripts for the yields of 3w, in which the superscripts for compound 3c were repeated. The yields should read:

9% (83%)d

33% (40%)e

These changes do not affect the conclusions of the manuscript. An updated figure and caption are included here.


image file: d4sc90120g-s1.tif
Scheme 1 Substrate scope of amine. aReaction conditions: see Table 1, entry 4. bp-Fluoroacetophenone. c(E)-Cinnamylamine. dFrom α-tetralone efrom β-tetralone. CyH: cyclohexane, MS: molecular sieve. Isolated yield reported. Yield in parentheses refers to recovered starting material.

In Fig. 2C, the 15N product should be labeled 15N-3w and not 3x. In addition, the caption for Fig. 2 part D was missing in the original article. An updated figure and caption are provided here.


image file: d4sc90120g-f2.tif
Fig. 2 (A) Rearrangements of amino-triazolines. (B) DFT investigation of possible reaction pathways (values given in kcal mol−1). (C) Reactivity of tetralone substrates. (D) Reaction with homo-benzylic ketone showing no nitrogen migration. (css: closed shell singlet, oss: open shell singlet, t: triplet.).

The Royal Society of Chemistry apologises for these errors and any consequent inconvenience to authors and readers.


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