const regex = /(?=\b[MCDXLVI]{1,6}\b)M{0,4}(?:CM|CD|D?C{0,3})(?:XC|XL|L?X{0,3})(?:IX|IV|V?I{0,3})/gmi;
// Alternative syntax using RegExp constructor
// const regex = new RegExp('(?=\\b[MCDXLVI]{1,6}\\b)M{0,4}(?:CM|CD|D?C{0,3})(?:XC|XL|L?X{0,3})(?:IX|IV|V?I{0,3})', 'gmi')
const str = `Act IX: The End
Act iX: The End
Act Ix: The End
Act ix: The End
Act IX : The End
Act iX : The End
Act Ix : The End
Act ix : The End
i also me
only ii two
the iii three
what about iv
I
II
III
IV
V
VI
VII
VIII
IX
X
XI
XII
XIII
XIV
XV
XVI
XVII
XVIII
XIX
XX
XLIV
XLIX
LXXIX
XCIV
XCIX
C
CI
CII
CIII
CIV
CVI
CIX
CD
CM
CC
CCC
D
DC
DCC
DCCC
CX
CXX
CXIX
CMXCIX
`;
const subst = `\U$0`;
// The substituted value will be contained in the result variable
const result = str.replace(regex, subst);
console.log('Substitution result: ', result);
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for JavaScript, please visit: https://developer.mozilla.org/en/docs/Web/JavaScript/Guide/Regular_Expressions