Modular Synthesis of Sulfonyl Benzoheteroles by Silver-Catalyzed Heteroaromatization of Propargylic Alcohols with <i>p</i>‑Toluene­sulfonyl­methyl Isocyanide (TosMIC): Dual Roles of TosMIC

A new silver-catalyzed heteroaromatization of propargylic alcohols with <i>p</i>-toluene­sulfonyl­methyl isocyanide (TosMIC) has been developed that provides an efficient and modular approach to sulfonyl benzoheteroles. For the first time, TosMIC plays a dual role in one reaction: sulfonyl source and ligand. An unprecedented deoxysulfonylation/hydration/condensation reaction pathway is disclosed

Silver-Catalyzed Cascade Reaction of β‑Enaminones and Isocyanoacetates To Construct Functionalized Pyrroles

An unexpected silver-catalyzed cascade reaction of β-enaminones and isocyanoacetates affording functionalized pyrrole derivatives is reported. In this reaction, tautomeric equilibria of β-enaminones are utilized to generate imine partners in situ. A hypothesized sequential Mannich addition/cyclization of imine tautomers and isocyanoacetates followed by an unprecedented ring-opening of the resultant 2-imidazolines and dehydration–condensation deliver the final 1,2,4,5-tetrasubstituted pyrrole products

DataAccessibility

DataAccessibilit

The MKprf test

File includes inputs and outputs of the MKprf tests (Bustamante et al. 2002)

Alignments of sequenced gene fragments

The file included alignments and annotations of the 37 sequenced gene fragments

The HKA tests

File includes inputs and outputs of the HKA tests using the HKA program (https://bio.cst.temple.edu/~hey/software/software.htm#HKA)

Distribution of <i>Ka</i> and <i>Ks</i> for 2 859 pairs of the putative orthologs.

<p>The orthologs with <i>Ka/Ks</i>>1 fall above the red line while those with <i>Ka/Ks</i> = 0.5−1 fall between the green and red lines.</p

Functional annotation of high-quality unique sequences by sequence similarity (e-value<1e-5).

<p>Transcriptome annotation of <i>P. euphratica</i> was reported by Qiu et al <a href="http://www.plosone.org/article/info:doi/10.1371/journal.pone.0066370#pone.0066370-Qiu1" target="_blank">[24]</a>. GO was searched by Blast2GO.</p

GO categories over-represented among the homologous genes of the orthologs with positive selection (P-values from the Fisher's exact test).

<p>GO categories over-represented among the homologous genes of the orthologs with positive selection (P-values from the Fisher's exact test).</p

Overview of the <i>de novo</i> assembly of the transcriptome of <i>P. pruinosa</i>.

1<p>N50 size is a weighted median statistic indicating that 50% of the entire assembly resides in contigs/scaffolds of a length at least X.</p